Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 27757-85-3 Chemical Structure| 27757-85-3

Structure of 27757-85-3

Chemical Structure| 27757-85-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Product Citations

Robert Kawȩcki ;

Abstract: N-Sulfenylimines (sulfenimines, thiooximes, N-alkylidenesulfenamides) were efficiently synthesized through the reaction of primary amines and disulfides with NBS or bromine. This reaction can be carried out in an open flask at room temperature without the need for any transition-metal-containing additives. The use of thiols instead of disulfides gave similar results. A wide range of amines were reacted with aryl and alkyldisulfides, resulting in the formation of sulfenimines in a yield of 44–99%.

Alternative Products

Product Details of [ 27757-85-3 ]

CAS No. :27757-85-3
Formula : C5H7NS
M.W : 113.18
SMILES Code : NCC1=CC=CS1
MDL No. :MFCD00005460
InChI Key :FKKJJPMGAWGYPN-UHFFFAOYSA-N
Pubchem ID :34005

Safety of [ 27757-85-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H314
Precautionary Statements:P264-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P370+P378-P403+P233-P501
Class:8
UN#:2735
Packing Group:

Computational Chemistry of [ 27757-85-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 7
Num. arom. heavy atoms 5
Fraction Csp3 0.2
Num. rotatable bonds 1
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 31.99
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

54.26 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.4
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.61
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.05
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.46
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.18
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.14

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.39
Solubility 4.63 mg/ml ; 0.0409 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.32
Solubility 5.37 mg/ml ; 0.0475 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.65
Solubility 2.52 mg/ml ; 0.0222 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.56 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.61

Application In Synthesis of [ 27757-85-3 ]

* 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 [ 27757-85-3 ]

[ 27757-85-3 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 27757-85-3 ]
  • [ 877173-84-7 ]
  • [ 924902-39-6 ]
YieldReaction ConditionsOperation in experiment
92% With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 80℃; for 16.0h; To a solution of 3-bromo-7-chloropyrazolo[1 ,5-a]pyrimidine (9.63 g, 41.5 mmol) and diisopropylethylamine (10.9 ml_, 62.3 mmol) in 2-propanol (42 ml_) was added 2- EPO <DP n="47"/>(aminomethyl)thiophene (5.6 g, 49.8 mmol): After heating for 16 h at 80 0C, the reaction mixture was concentrated and the residue partitioned between dichloromethane and water. After separation, the organic phase was washed with 10% citric acid and brine, dried and concentrated to yield the desired 3-bromo-7-(2- thiophenemethylamino)pyrazolo[1 ,5-a]pyrimidine (11.49 g, 92%) as a brown solid. HPLC 99%; 1H NMR (250 MHz, CDCI3) delta 8.88 (t, J = 6.4 Hz, 1H), 8.25 (s, 1H), 8.18 (d, J = 5.3 Hz, 1 H), 7.38 (dd, J = 1.3, 5.1 Hz, 1H), 7.13 (dd, J = 1.3, 3.4 Hz, 1H), 6.95 (dd, J = 3.4, 5.1 Hz, 1H), 6.29 (d, J = 5.3 Hz, 1H), 4.80 (d, J = 6.4 Hz, 2H); 13C NMR (62.9 MHz, CDCI3) delta 150.5, 146.7, 145.5, 143.1, 140.8, 126.8, 126.2, 125.4, 86.5, 81.0, 40.0; MS (APCI) 311/309 [M+H]+.
  • 2
  • [ 4795-29-3 ]
  • [ 7154-73-6 ]
  • [ 2038-03-1 ]
  • [ 4572-03-6 ]
  • [ 27757-85-3 ]
  • [ 109-12-6 ]
  • [ 3731-53-1 ]
  • [ 107-10-8 ]
  • [ 7663-77-6 ]
  • [ 6628-04-2 ]
  • [ 2620-50-0 ]
  • polystyrene carboxaldehyde resin [ No CAS ]
  • [ 5071-96-5 ]
  • [ 617-89-0 ]
  • [ 28466-26-4 ]
  • [ 42185-03-5 ]
  • [ 453-71-4 ]
  • [ 19293-58-4 ]
  • [ 75-04-7 ]
  • [ 62-53-3 ]
  • [ 1003-03-8 ]
  • [ 51387-90-7 ]
  • [ 74-89-5 ]
  • [ 100-46-9 ]
  • [ 4152-90-3 ]
  • [ 68-41-7 ]
  • C9H8FN2O3Pol [ No CAS ]
  • C10H10FN2O3Pol [ No CAS ]
  • C11H12FN2O3Pol [ No CAS ]
  • C14H10FN2O3Pol [ No CAS ]
  • C11H8FN4O3Pol [ No CAS ]
  • C12H8FN4O3Pol [ No CAS ]
  • C13H10FN2O4Pol [ No CAS ]
  • C15H12FN2O3Pol [ No CAS ]
  • C14H11FN3O3Pol [ No CAS ]
  • C13H14FN2O3Pol [ No CAS ]
  • C13H10FN2O3PolS [ No CAS ]
  • C13H16FN2O4Pol [ No CAS ]
  • C13H14FN2O4Pol [ No CAS ]
  • C16H14FN2O4Pol [ No CAS ]
  • C11H9FN3O5Pol [ No CAS ]
  • C15H11ClFN2O3Pol [ No CAS ]
  • C17H17FN3O3Pol [ No CAS ]
  • C14H17FN3O3Pol [ No CAS ]
  • C14H17FN3O4Pol [ No CAS ]
  • C15H19FN3O3Pol [ No CAS ]
  • C16H12FN2O5Pol [ No CAS ]
  • C18H13FN3O3Pol [ No CAS ]
  • C15H17FN3O4Pol [ No CAS ]
  • C16H22FN4O3Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
A library of compounds in which R4 was various groups having the formula [CONHR »] was prepared by the process described above using 4-fluoro-3-nitrobenzoic acid, as follows: [72] Aldehyde resin was mixed with a primary amine (R17-NH2) in [DICHLOROETHANE] (DCE), triethylorthoformate (TEOF), and DMF (containing [1%] acetic acid) in a 1: 1: 1 ratio. After shaken overnight, sodium triacetoxyborohydride (20 eq. ) dissolved in DMF was added (Abdel-Magid, A. F. , et al., Tetrahedron Lett, 3 1: 5595-5598 (1990) ). After the mixture was shaken at room temperature overnight, the resin was filtered and washed with DMF (3 x 5 mL), [MEOH] [(3 X 5] mL), DMF [(3 X 5] mL), [MEOH] [(3 X 5] mL), and [CH2CL2] [(3 X 5] mL). The resin was washed twice with 5 mL DMF containing [1%] Hunig's base. To the filtered resin was added a mixture of 4-fluoro-3-nitrobenzoic acid (FNBA, 10 eq. ) and diisopropylcarbodiimide (DIC, 5 eq. ) in 2: 1 DMF : DCM. After shaking at room temperature overnight, the resin was filtered and washed with DMF (3 x 5 mL) and [CH2C12] (3 x 5 mL). [73] The resin was shaken with a primary amine [(R2-NH2)] in DMF for 8 hrs, filtered, and washed with DMF (6 x 5 mL), [MEOH] [(3 X 5] mL), and CH2C12 (3 x 5 mL). The aryl nitro group was reduced by the addition of tin (II) chloride dihydrate (20 eq. , >2 M) and N-methyl morpholine (NMM, 20 eq. ) in N-methyl pyrrolidinone (NMP). After shaken at room temperature overnight, the resin was filtered and washed with NMP (3 x 5 mL), [MEOH] (3 x 5 mL), and [CH2CI2 (3 X 5] mL). The resulting resin was shaken at room temperature with cyanogen bromide (5 eq. ) overnight, filtered, and washed with CH2Cl2 (3 x 5 mL), [MEOH] (3 x 5 mL), and CH2CI2 (3 x 5 mL). To produce a free amine, the resin was shaken for 30 min. in CHCl2 with the addition of sodium methoxide in methanol, filtered, and washed with CH2Cl2 [(4 X 5] mL). [[74]] In the final diversification step, the resin was heated at 500 C in DMF with a mono- substituted epoxide [[RLCH (-CH2O-)].] After shaking for 2 to 4 days the resin was filtered and washed with DMF (5 x 5 mL), [MEOH] [(3 X 5] mL), and CH2Cl2 (3 x 5 mL). T he resin-bound benzimidazole was cleaved from the solid-support by treatment with TFA: [CH2C12] (2: 3) for 1 hour at room temperature.
  • 3
  • [ 27757-85-3 ]
  • [ 383132-31-8 ]
  • [ 1121056-60-7 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20.0℃; for 0.5h; A mixture of <strong>[383132-31-8]5-bromo-7-chloroindole-2-carboxylic acid</strong> (1.02 g, 3.71 mmol), 2- thiophenemethylamine (418.5 muL, 4.08 mmol), N, N-di-isopropylethylamine (1.94 mL, 11.12 mmol), and PyBroP (1.90 g, 4.08 mmol) was stirred in DMF (15 mL) at room temperature for 30 min. The mixture was diluted with EtOAc (150 mL) and washed successively with 2N HCl (2 x 50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL). The organic phase was dried (MgSO4), and filtered through a small pad of silica gel. Concentration of the solvent gave 5-bromo-7-chloro-lH-indole-2-carboxylic acid (thiophen-2-ylmethyl)-amide (1.50 g) as a white solid which was used for the next step without further purification. 1H NMR (d6-DMSO, 300 MHz) delta 4.67 (d, 2H, J - 5.9 Hz), 6.97 (dd, IH, J = 3.5, 5 Hz), 7.06 (dd, IH, J = 1.2, 3.5 Hz), 7.19 (s, IH), 7.41 (dd, IH, J = 1.2, 5 Hz), 7.46 (d, IH, J = 1.5 Hz), 7.86 (d, IH, J = 1.5 Hz), 9.21 (t, IH, J = 5.9 Hz), 1 1.98 (s, IH); MS (ESI) m/z = 368.9, 370.9 (MH+).
  • 4
  • [ 27757-85-3 ]
  • [ 171178-50-0 ]
  • [ 1134169-38-2 ]
YieldReaction ConditionsOperation in experiment
48% 795 mg (5.0 mmol) of 2,6-difluoro-nicotinic acid were dissolved in thionyl chloride (15 ml) and the solution was heated for 2 h at 80 C. Concentration in vacuo was then carried out and the residue was taken up in dioxane (15 ml). 566 mg (5.0 mmol) of thiophen-2-yl-methanamine were then added and the mixture was stirred for 1 h at RT. Concentration in vacuo was then carried out and the residue was taken up in EA, washed with water, a sat. aq. Na2CO3 sol., water again and brine, dried over Na2SO4, filtered and concentrated in vacuo. CC (hexane/EA 7:3) of the residue yielded 605 mg (2.4 mmol, 48%) of 2,6-difluoro-N-(thiophen-2-ylmethyl)nicotinamide.
  • 5
  • [ 27757-85-3 ]
  • [ 3314-30-5 ]
  • C13H11N3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; for 3h; General procedure: 2-(2-Aminomethyl)thiophene (5 mmol) dissolved in 5 mL of methanol was added dropwise to methanolic solution of 2-imidazole carbaldehyde (5 mmol). The mixture was allowed to stir at room temperature for 3 h, followed by dropwise addition of sodium borohydride (10 mmol) in 10 mL of sodium hydroxide solution. The resulting solution was stirred for 3 h and concentrated under reduced pressure; the residue was then extracted with three 10 mL portions of chloroform. The combined extract was dried over anhydrous MgSO4 and filtered, and the solvent was removed under reduced pressure to yield an oily product (L1). Yield: 0.466 g (62percent)
  • 6
  • [ 27757-85-3 ]
  • [ 56844-12-3 ]
  • 6-bromo-N-(thiophen-2-ylmethyl)thieno[2,3-d]pyrimidin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% In isopropyl alcohol; at 80℃; for 1h;Inert atmosphere; General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (2-3 eq.) and i-PrOH (2-10 mL) and agitated at 80 C for 1-50 h, under nitrogen atmosphere. Then the mixture was cooled to rt, concentrated in vacuo, diluted with water (50 mL) and diethyl ether (100 mL) or EtOAc (100 mL). After phase separation, the water phase was extracted with more diethyl ether (2×50 mL) or EtOAc (2×50 mL). The combined organic phases were washed with saturated aq NaCl solution (25-50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude oil was purified by drying under reduced pressure to constant weight, by silica-gel column chromatography or crystallized as specified for each individual compound.
  • 7
  • [ 27757-85-3 ]
  • [ 6967-82-4 ]
  • 5-(thiophen-2-ylmethyl)phenanthridin-6(5H)-one [ No CAS ]
  • 8
  • [ 27757-85-3 ]
  • [ 6967-82-4 ]
  • 2-bromo-N-(thiophen-2-ylmethyl)benzamide [ No CAS ]
  • 9
  • [ 27757-85-3 ]
  • [ 1180-71-8 ]
  • 2-((1S,3aS,4aR,4bR,9aR,11aS)-1-(furan-3-yl)-9a-(hydroxymethyl)-4b,7,7,11a-tetramethyl-3,5-dioxotetradecahydroisobenzofuro[5,4-f]oxireno[2,3-d]isochromen-9-yl)-N-(thiophen-2-ylmethyl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With montmorillonite K-10; In dichloromethane; for 10h;Sonication; General procedure: To a round-bottom flask was added montmorilloniteK-10 (0.3 g mmol-1), and 1 (2.0 mmol) in CH2Cl2 wasdispersed on K-10. Then the appropriate amine (3.6 mmol)was added dropwise and the mixture was sonicatedin an ultrasonic bath; the progress of the reaction wasmonitored by TLC and after completion of the reaction(10-12 h), the products were extracted by washing theK-10 with CH2Cl2. The organic phase was dried withNa2SO4, filtered and the solvent was removed in vacuo toyield the crude products. The crude products were purifiedby column chromatography over silica gel using 2-5%EtOH-CH2Cl2 as eluent to give analytically pure products3a-o. The products were characterized by correspondingspectroscopic data (1H and 13C NMR, and HRMS).
  • 10
  • [ 27757-85-3 ]
  • [ 209991-62-8 ]
  • [ 7188-38-7 ]
  • [ 28809-07-6 ]
  • C30H31F3N2O5S [ No CAS ]
  • 11
  • [ 27757-85-3 ]
  • [ 1001414-56-7 ]
  • 12
  • [ 27757-85-3 ]
  • [ 117-21-5 ]
  • 4-chloro-2-(thiophen-2-ylmethyl)isoindoline-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With acetic acid; at 110℃; for 4h; General procedure: The starting materials 1 and 2 were commercially available (Energy Chemical, Shanghai, China).Compound 2 (3.72 mmol) was added to a stirred solution of compound 1 (3.38 mmol) in glacial aceticacid (10 mL). The reaction mixture was then stirred at 110 C for 4 h. After completion of the reaction,the solvent was evaporated, and the residue was purified on a silica gel column chromatography andeluted with ethyl acetate/petroleum ether (bp 60-90 C) (1:3, v/v) to give compounds 3.
  • 13
  • [ 27757-85-3 ]
  • [ 209991-62-8 ]
  • methyl 4-(2-formylphenoxy)but-2-enoate [ No CAS ]
  • methyl (3aS,9bR)-1-(thiophen-2-ylmethyl)-2-(3,4,5-trifluorobenzyl)-1,3a,4,9b-tetrahydrochromeno[4,3-b]pyrrole-3-carboxylate [ No CAS ]
  • 14
  • [ 27757-85-3 ]
  • [ 209991-62-8 ]
  • [ 7188-38-7 ]
  • methyl 4-(2-formylphenoxy)but-2-enoate [ No CAS ]
  • C30H31F3N2O5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; General procedure: Aldehyde (3, 0.25 mmol) and amine (4, 0.25 mmol) componentswere mixed in methanol (1 mL) at room temperature.After 30 min, acid (5, 0.25 mmol) and tert-butylisocyanide (6a, 0.26 mol) were added and stirring wascontinued for 10-16 h. After completion, methanol wasremoved under vacuum and the crude material was dissolvedin dichloroethane (DCE) (2 mL) followed byportion-wise addition of ZnBr2 (30 mol%). The mixture wassubjected to microwave irradiation (power 150W andpressure 200 psi) at 170 C for 30 to 45 min. After completion,DCE was removed under vacuum and the crudewas purified on flash chromatography, using variable concentrationsof EtOAc/hexane.
 

Historical Records

Technical Information

Categories