4437-20-1|1,2-Bis(furan-2-ylmethyl)disulfane| Ambeed

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Structure of 4437-20-1

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Quality Control of [ 4437-20-1 ] Purity: 98% SDS Specification

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Product Details of [ 4437-20-1 ]

CAS No. :	4437-20-1
Formula :	C₁₀H₁₀O₂S₂
M.W :	226.32
SMILES Code :	C1(CSSCC2=CC=CO2)=CC=CO1
MDL No. :	MFCD00010082
InChI Key :	CBJPZHSWLMJQRI-UHFFFAOYSA-N
Pubchem ID :	20499

Safety of [ 4437-20-1 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H225-H301-H315-H319-H335
Precautionary Statements:	P261-P301+P310-P305+P351+P338
Class:	3(6.1)
UN#:	1992
Packing Group:	Ⅲ

Application In Synthesis of [ 4437-20-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 4437-20-1 ]

[ 4437-20-1 ] Synthesis Path-Downstream 1~35

1
[ 98-01-1 ]
[ 4437-20-1 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1993,vol. 79,p. 69 - 76.
[2]Patent: DE484244, .
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 547.
[3]Patent: DE484244, .
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 547.

2
[ 4437-20-1 ]
[ 114062-92-9 ]

Yield	Reaction Conditions	Operation in experiment
5%	With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0℃; for 0.75h;	[00111] To a 500 mL round bottomed-flask was placed <strong>[4437-20-1]furfuryl disulfide</strong> (5.00 g, 22.1 mmol) followed by 80 mL of DCM. The resulting solution was cooled to 0 C in an ice-water bath. The flask was fitted with a dropping funnel that was charged with a solution of m- CPBA (5.45 g, 77% titer, 24.3 mmol) in DCM (65 mL). The m-CPBA solution was added dropwise to the reaction mixture over the course of 30 min, and a white precipitate formed. The mixture was allowed to stir for a further 15 minutes at 0 C. The precipitate was removed by filtration through a scintered glass funnel using vacuum filtration, and the filtrate was quenched by addition of saturated aqueous NaHC03 (100 mL) and 10% aqueous NaSC (50 mL). The organic layer was separated and the aqueous was extracted with one portion of DCM (25 mL). The combined organic layers were washed with brine (20 mL) and then dried over Na2S04. Evaporation of the solvent under reduced pressure gave viscous red oil that was purified by column chromatography (10% EtOAc/Hexanes eluent). This gave the title compound as a red oil (0.260 g, 5% yield). [00112] Rf of title compound (hexanes: ethyl acetate, 9: 1): 0.15; ¾ NMR (400MHz, CDCls) delta 7.44 (dd, J=1.9, 0.8Hz, 1H), 7.38 (dd, J=1.9, 0.8Hz, 1H), 6.44 (dd, J=3.3, 0.8Hz, 1H), 6.39 (dd, J=3.3, 1.9Hz, 1H), 6.32 (dd, J=3.3, 1.9Hz, 1H), 6.30 (dd, J=3.3, 0.8Hz, 1H), 4.43 (d, JAB=14.0HZ, lH), 4.38 (d, JAB=H.0HZ, lH), 4.34 (d, JAB=12.0HZ, lH), 4.29 (d, JAB=14.9HZ, lH); 13C NMR (400MHZ, CDCI3) 5149.70, 144.15, 143.90, 142.99, 112.04, 111.30, 110.86, 109.11, 54.98, 28.15; HRMS (ESI) calcd for Ci0Hi0O3S2[H]+ 243.01496, found 243.01439.

References: [1]Patent: WO2013/75253,2013,A1 .Location in patent: Paragraph 00110-00112.
[2]Yakugaku Kenkyu,1959,vol. 31,p. 125,131.
Chem.Abstr.,1960,p. 11018.

3
[ 4437-20-1 ]
[ 98-02-2 ]

Yield	Reaction Conditions	Operation in experiment
94%	In tetrahydrofuran; at 20℃; for 0.833333h;pH 8.0;Green chemistry;	Toa round bottom flask were charged THPP (23.0 mg, 0.11 mmol, 1.10 eq) and the basic buffer solution [tris-(hydroxymethyl)-aminomethane-CaCl2 basedbuffer; pH 8.00; 1.0 mL]. The reaction mixture was stirred at room temperature for about 5 min and then to this homogenous solution was charged the solution of furfuryl disulphide (22.6 mg,0.10 mmol, 1.00 eq.) in 1.0 mL of THF at room temperature. This heterogeneous aqueous reaction mixture was stirred at room temperature until the reaction completes (about 45 min). After completion of the reaction, the reaction mixture was extracted with a solvent mixture 50% hexane in ethyl acetate (2 X 2 mL). The combined organic layer was washed with10% NaCl solution, separated and dried over anhydrous Na2SO4.The volatiles were evaporated under vacuum at 25-30 C to yield the free thiol (21.4mg; yield: 94%).

References: [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 4114 - 4117.
[2]Bulletin of the Chemical Society of Japan,1995,vol. 68,p. 2595 - 2602.
[3]Phosphorus, Sulfur and Silicon and the Related Elements,1993,vol. 79,p. 69 - 76.
[4]Synthetic Communications,1999,vol. 29,p. 351 - 358.
[5]Patent: DE484244, .
    Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 547.
[6]Patent: DE484244, .
    Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 547.
[7]Patent: DE484244, .
    Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 16,p. 547.

4
[ 98-02-2 ]
[ 4437-20-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With potassium bromate; hexaammonium heptamolybdate tetrahydrate; In water; acetonitrile; at 20℃; for 0.25h;	General procedure: 4-chlorothiophenol (0.145 g, 1 mmol) was added to a heterogeneous mixture of KBrO3 (0.167 g, 1 mmol), (NH4)6Mo7O24·4H2O (0.124 g, 10 mmol%), and CH3CN/H2O (7:3) (5 mL) and the mixture was stirred under a hood for 4 min at ambient atmosphere and room temperature. The progress of the reaction was monitored by TLC (eluent: EtOAc/n-C6H14, 1/13). After completion, CH2Cl2 (20 mL) was added and the reaction mixture was filtered. The filtrate was washed with 5% NaOH, water, and dried over anhydrous MgSO4. Finally, evaporation of the solvent gave the product with sufficient purity formost purposes
85%	With 4-Phenylurazole; laccase from T. versicolor; In aq. phosphate buffer; acetonitrile; at 20℃; for 10h;pH 5.0;Green chemistry; Enzymatic reaction;	General procedure: To a solution of 1 mmol of thiol in acetonitrile (2mL), was added a solution of 8 mL of phosphate buffer including laccase (40 U) and 4-phenyl urazole (10 mol%). The resulting mixture was stirred under air at room temperature for the time specified. After completion of the reaction (monitored by TLC), NaOH (10%, 10 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The crude products were purified by recrystallization or chromatography on silica gel (n-hexane/EtOAc, 5/1). All the products were known and characterized by comparison of their spectral data (1H NMR) and physical properties (melting point) with those of authentic samples.

References: [1]Bulletin of the Chemical Society of Japan,1996,vol. 69,p. 685 - 691.
[2]Synthesis,2007,p. 3286 - 3289.
[3]Journal of Chemical Research - Part S,2002,p. 564 - 566.
[4]Synthetic Communications,2011,vol. 41,p. 170 - 176.
[5]Journal of Organic Chemistry,1995,vol. 60,p. 3266 - 3267.
[6]Synthetic Communications,1998,vol. 28,p. 367 - 375.
[7]Synthesis,1999,p. 49 - 50.
[8]RSC Advances,2013,vol. 3,p. 10680 - 10686.
[9]Tetrahedron,1997,vol. 53,p. 7889 - 7896.
[10]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1999,vol. 38,p. 607 - 610.
[11]Bulletin of the Chemical Society of Japan,2008,vol. 81,p. 160 - 162.
[12]Phosphorus, Sulfur and Silicon and the Related Elements,2013,vol. 188,p. 1236 - 1243.
[13]Applied Organometallic Chemistry,2020,vol. 34.
[14]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1997,vol. 36,p. 438 - 441.
[15]Synthetic Communications,1998,vol. 28,p. 1179 - 1187.
[16]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2000,vol. 39,p. 863 - 866.
[17]Phosphorus, Sulfur and Silicon and the Related Elements,2004,vol. 179,p. 2315 - 2321.
[18]Phosphorus, Sulfur and Silicon and the Related Elements,2006,vol. 181,p. 1513 - 1519.
[19]RSC Advances,2014,vol. 4,p. 36702 - 36707.
[20]Organic Preparations and Procedures International,1995,vol. 27,p. 216 - 219.
[21]Synlett,2002,p. 346 - 348.
[22]European Journal of Organic Chemistry,2019,vol. 2019,p. 1242 - 1250.
[23]Advanced Synthesis and Catalysis,2015,vol. 357,p. 2180 - 2186.
[24]Bulletin of the Chemical Society of Japan,1992,vol. 65,p. 1131 - 1134.
[25]Bulletin of the Chemical Society of Japan,1998,vol. 71,p. 1649 - 1653.
[26]Phosphorus, Sulfur and Silicon and the Related Elements,2004,vol. 179,p. 2177 - 2182.
[27]Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry,2013,vol. 43,p. 264 - 272.
[28]Catalysis Communications,2018,vol. 114,p. 75 - 78.
[29]Phosphorus, Sulfur and Silicon and the Related Elements,2004,vol. 179,p. 1777 - 1781.
[30]Phosphorus, Sulfur and Silicon and the Related Elements,2006,vol. 181,p. 473 - 479.
[31]Chemical and Pharmaceutical Bulletin,2004,vol. 52,p. 625 - 627.
[32]Research on Chemical Intermediates,2017,vol. 43,p. 1609 - 1618.
[33]Phosphorus, Sulfur and Silicon and the Related Elements,2005,vol. 180,p. 117 - 123.
[34]Organometallics,2011,vol. 30,p. 4136 - 4143.
[35]Yakugaku Kenkyu,1959,vol. 31,p. 125,131.
Chem.Abstr.,1960,p. 11018.
[36]Tetrahedron Letters,2005,vol. 46,p. 2683 - 2686.
[37]Tetrahedron,2002,vol. 58,p. 5179 - 5184.
[38]Chemical Communications,2008,p. 5301 - 5303.
[39]Organometallics,2010,vol. 29,p. 4459 - 4463.
[40]Green Chemistry,2017,vol. 19,p. 4061 - 4066.

5
[ 600-14-6 ]
[ 98-02-2 ]
[ 4437-20-1 ]
3-<(2-furylmethyl)dithio>-2-pentanone [ No CAS ]
2-<(2-furylmethyl)dithio>-3-pentanone [ No CAS ]
bis(2-furylmethyl) trisulfide [ No CAS ]

References: [1]Journal of Agricultural and Food Chemistry,1995,vol. 43,p. 189 - 193.

6
[ 98-02-2 ]
[ 431-03-8 ]
[ 13678-67-6 ]
[ 4437-20-1 ]
3-<(2-furylmethyl)dithio>-2-butanone [ No CAS ]
bis(2-furylmethyl) trisulfide [ No CAS ]

References: [1]Journal of Agricultural and Food Chemistry,1995,vol. 43,p. 189 - 193.

7
[ 98-02-2 ]
[ 13678-67-6 ]
[ 4437-20-1 ]
bis(2-furylmethyl) trisulfide [ No CAS ]

References: [1]Journal of Agricultural and Food Chemistry,1995,vol. 43,p. 189 - 193.
[2]Journal of Agricultural and Food Chemistry,1995,vol. 43,p. 189 - 193.

8
[ 98-02-2 ]
[ 536-74-3 ]
[ 4437-20-1 ]
[ 98405-79-9 ]
2-Furylmethyl β-styryl sulfide [ No CAS ]
(E)-3-(4-Phenyl-3-thienyl)propenal [ No CAS ]

References: [1]Journal of Organic Chemistry,1995,vol. 60,p. 7941 - 7946.
[2]Journal of Organic Chemistry,1995,vol. 60,p. 7941 - 7946.

9
[ 98-02-2 ]
[ 4437-20-1 ]
[ 98405-79-9 ]
2-Furylmethyl β-styryl sulfide [ No CAS ]
(E)-3-(4-Phenyl-3-thienyl)propenal [ No CAS ]

References: [1]Journal of Organic Chemistry,1995,vol. 60,p. 7941 - 7946.

10
[ 78-67-1 ]
[ 536-74-3 ]
[ 4437-20-1 ]
[ 98405-79-9 ]
2-Furylmethyl β-styryl sulfide [ No CAS ]
(E)-3-(4-Phenyl-3-thienyl)propenal [ No CAS ]

References: [1]Journal of Organic Chemistry,1995,vol. 60,p. 7941 - 7946.

11
[ 4437-20-1 ]
3-(3-Fluoro-phenyl)-N-[2-(2-{3-(3-fluoro-phenyl)-2-[(E)-hydroxyimino]-propionylamino}-ethyldisulfanyl)-ethyl]-2-[(E)-hydroxyimino]-propionamide [ No CAS ]
3-(3-fluoro-phenyl)-<i>N</i>-[2-(furan-2-ylmethyldisulfanyl)-ethyl]-2-hydroxyimino-propionamide [ No CAS ]

References: [1]Chemistry - A European Journal,2001,vol. 7,p. 4296 - 4310.

12
C₅H₅NO₂S [ No CAS ]
[ 4437-20-1 ]

References: [1]Tetrahedron,2002,vol. 58,p. 5179 - 5184.

13
[ 72678-98-9 ]
[ 4437-20-1 ]
[ 98-02-2 ]
[ 507-09-5 ]

References: [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3629 - 3635.
[2]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3629 - 3635.

14
2-benzhydrylsulfanylmethyl-furan [ No CAS ]
[ 4437-20-1 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 2683 - 2686.

15
[ 4437-20-1 ]
[ 13678-68-7 ]

References: [1]Synthetic Communications,1999,vol. 29,p. 351 - 358.

16
[ 50906-77-9 ]
[ 98-02-2 ]
[ 123-08-0 ]
[ 4437-20-1 ]
C₁₀H₁₂N₂O₃S [ No CAS ]
C₁₅H₁₆N₂O₄S₂ [ No CAS ]
C₂₀H₂₂N₄O₆S₂ [ No CAS ]

References: [1]Chemical Communications,2008,p. 5301 - 5303.

17
[ 50906-77-9 ]
[ 98-02-2 ]
[ 123-08-0 ]
[ 4437-20-1 ]
C₁₅H₁₆N₂O₄S₂ [ No CAS ]

References: [1]Chemical Communications,2008,p. 5301 - 5303.

18
[ 4437-20-1 ]
[ 29681-43-4 ]
[ 1450635-35-4 ]

Yield	Reaction Conditions	Operation in experiment
47%		General procedure: Toa stirred solution of diisopropylamine (1.01mL, 7.18mmol) in dry THF (4 mL) wasadded n-butyllithium in hexane (1.6M in hexanes, (4.48 mL, 7.18 mmol) at -78 Cand stirred for 30 minutes at the same temperature. Methyl 4-methoxypicolinate(0.3g, 1.794mmol) in THF (3 mL) was added to the above solution and stirred forfurther 30 minutes at the same temperature. Disulfide 2a (0.53g, 2.15mmol) in THF (3 mL) was added at - 78oCand the mixture was stirred at the same temperature with continuous monitoringby TLC for 2h. Saturated NH4Cl solution (10 mL) was added to thereaction mixture and slowly warmed to room temperature and extracted with ethylacetate (3x25mL). The combined organic layer was dried over anhydrous Na2SO4and the volatiles were removed under reduced pressure. The resulting crudematerial was purified by column chromatography, eluting with 40% ethyl acetatein hexanes to afford compound 3a aspale yellow solid; Yield: 68%;

References: [1]Tetrahedron Letters,2013,vol. 54,p. 5043 - 5047.

19
[ 591-50-4 ]
[ 4437-20-1 ]
[ 3260-09-1 ]

References: [1]Chemical Communications,2015,vol. 51,p. 5890 - 5893.

20
[ 10147-36-1 ]
[ 98-02-2 ]
[ 4437-20-1 ]
C₈H₁₂O₃S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%Chromat.; 9%Chromat.	With triethylamine; In diethyl ether; at 20℃; for 0.333333h;Sonication;	General procedure: Triethylamine (5.2 mmol) was added to a 10 mL two-neck flask containing 2-methyl-2-propanethiol (5 mmol) dissolved in anhydrous diethyl ether (2 mL). Then propane-1-sulfonyl chloride (5 mmol) was added drop-wise at room temperature. The flask wasfitted with a condenser jointed an anhydrous calcium chloride tube and was placed in anultrasound bath, where the mixture of reactants was exposed to ultrasound irradiation for aspecified period of time (20 min). After the reaction was completed, themixture was pouredinto a separatory funnel and washed with de-ionized water until a neutral pH. The organiclayer was dried over Na2SO4. After removal of the solvent by rotational evaporation, the remaining crude product was analyzed by GC/MS. The desired product was purified bysilica gel column chromatography and eluted by hexane and dichloromethane, and thenwas analyzed by NMR spectroscopy.

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,2015,vol. 190,p. 1934 - 1941.

21
[ 109-01-3 ]
[ 4437-20-1 ]
Furan-2-yl(4-methylpiperazin-1-yl)methanethione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.Furan-2-yl(4-methylpiperazin-1-yl)methanethione (6a)Yield 117.8 mg, 56%. Purified by column chromatography withPE-CH2Cl2 (1:1) as eluent and obtained as a yellow oil. 1H NMR(400 MHz, CDCl3): delta = 7.37 (s, 1 H), 6.97 (d, J = 3.4 Hz, 1 H), 6.38(dd, J = 3.2, 1.7 Hz, 1 H), 4.26 (s, 2 H), 3.85 (s, 2 H), 2.49 (s, 4 H),2.28 (s, 3 H). 13C NMR (100 MHz, CDCl3): delta = 185.8, 152.4, 142.8,118.2, 112.0, 45.3, 38.8. MS (EI): m/z = 210.1 [M+]. HRMS (EI):m/z calcd for C10H14N2OS [M]+: 210.0827; found: 210.0822.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

22
[ 110-91-8 ]
[ 4437-20-1 ]
[ 61296-23-9 ]

Yield	Reaction Conditions	Operation in experiment
54%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

23
[ 123-75-1 ]
[ 4437-20-1 ]
[ 115049-43-9 ]

Yield	Reaction Conditions	Operation in experiment
37%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]RSC Advances,2019,vol. 9,p. 28576 - 28580.
[2]Synlett,2016,vol. 27,p. 2339 - 2344.

24
[ 110-89-4 ]
[ 4437-20-1 ]
[ 88038-56-6 ]

Yield	Reaction Conditions	Operation in experiment
57%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

25
[ 4437-20-1 ]
[ 108-91-8 ]
[ 126265-85-8 ]

Yield	Reaction Conditions	Operation in experiment
51%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

26
[ 4437-20-1 ]
[ 109-73-9 ]
[ 42383-72-2 ]

Yield	Reaction Conditions	Operation in experiment
44%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]RSC Advances,2019,vol. 9,p. 28576 - 28580.
[2]Synlett,2016,vol. 27,p. 2339 - 2344.

27
[ 4437-20-1 ]
[ 111-26-2 ]
N-hexylfuran-2-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]RSC Advances,2019,vol. 9,p. 28576 - 28580.
[2]Synlett,2016,vol. 27,p. 2339 - 2344.

28
[ 4437-20-1 ]
[ 64-04-0 ]
N-phenethylfuran-2-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]RSC Advances,2019,vol. 9,p. 28576 - 28580.
[2]Synlett,2016,vol. 27,p. 2339 - 2344.

29
[ 4437-20-1 ]
[ 618-36-0 ]
N-(1-phenylethyl)furan-2-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

30
[ 4437-20-1 ]
[ 104-84-7 ]
N-(4-methylbenzyl)furan-2-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With iodine; In dimethyl sulfoxide; at 100℃;	General procedure: Iodine (0.25 mmol, 63.4 mg) and di<strong>[4437-20-1]furfuryl disulfide</strong> (0.5 mmol,113.9 mg) was added to a solution of 1-methylpiperazine (1.5mmol, 153.8 mg) in DMSO (0.5 mL), and the reaction mixturewas stirred for 10 h at 100 C. The solvent was removed undervacuum, and the residue was purified by flash silica gel columnchromatography with PE-CH2Cl2 (1:1) as eluent to affordproduct 6a.

References: [1]Synlett,2016,vol. 27,p. 2339 - 2344.

31
[ 4437-20-1 ]
[ 363-72-4 ]
1,4-bis(furfurylthio)-2,3,5,6-tetrafluorobenzene [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 988 - 992.

32
[ 89712-86-7 ]
[ 4437-20-1 ]

References: [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 1659 - 1666.

33
[ 4437-20-1 ]
2-methyl-N-(perfluorophenyl)benzamide [ No CAS ]
2-((furan-2-ylmethyl)thio)-6-methyl-N-(perfluorophenyl)benzamide [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2019,vol. 58,p. 9099 - 9103.
Angew. Chem.,2019,vol. 131,p. 9197 - 9201,5.

34
[ 696-63-9 ]
[ 98-02-2 ]
[ 4437-20-1 ]
[ 5335-87-5 ]
2-(((4-methoxyphenyl)disulfaneyl)methyl)furan [ No CAS ]

References: [1]Chemistry - An Asian Journal,2019,vol. 14,p. 2579 - 2583.

35
[ 4437-20-1 ]
[ 75-04-7 ]
[ 114887-27-3 ]

References: [1]RSC Advances,2019,vol. 9,p. 28576 - 28580.

Historical Records

Technical Information

• Hydride Reductions • Nomenclature of Ethers • Nucleophilicity of Sulfur Compounds • Oxidation States of Sulfur Compounds • Preparation of Ethers • Reactions of Amines • Reactions of Ethers

Related Functional Groups of
[ 4437-20-1 ]

Sulfides

A347072 [13678-67-6]

Bis(furan-2-ylmethyl)sulfane

Similarity: 0.74

Related Parent Nucleus of
[ 4437-20-1 ]

Furans

A347072 [13678-67-6]

Bis(furan-2-ylmethyl)sulfane

Similarity: 0.74

A191097 [61197-09-9]

2-Methyl-3-(propyldisulfanyl)furan

Similarity: 0.59

A109518 [3857-25-8]

(5-Methylfuran-2-yl)methanol

Similarity: 0.53

A136022 [1883-75-6]

Furan-2,5-diyldimethanol

Similarity: 0.53

A687760 [3208-16-0]

2-Ethylfuran

Similarity: 0.53

Precautionary Statements-General
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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Storage
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P401
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Physical hazards
Code	Phrase
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H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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Health hazards
Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 4437-20-1

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