15862-94-9|1-(Chloromethyl)-4,5-dimethoxy-2-nitrobenzene| Ambeed

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Structure of 15862-94-9

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Quality Control of [ 15862-94-9 ] Purity: 95% SDS Specification

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Product Details of [ 15862-94-9 ]

CAS No. :	15862-94-9
Formula :	C₉H₁₀ClNO₄
M.W :	231.63
SMILES Code :	O=[N+]([O-])C1=CC(OC)=C(C=C1CCl)OC
MDL No. :	MFCD11639225
Boiling Point :	No data available
InChI Key :	VRHNUGLFVZJARZ-UHFFFAOYSA-N
Pubchem ID :	13449288

Safety of [ 15862-94-9 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H314-H410-H290
Precautionary Statements:	P501-P273-P260-P234-P264-P280-P390-P391-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
Class:	8
UN#:	3261
Packing Group:	Ⅱ

Application In Synthesis of [ 15862-94-9 ]

* 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 [ 15862-94-9 ]

[ 15862-94-9 ] Synthesis Path-Downstream 1~35

1
[ 288-32-4 ]
[ 15862-94-9 ]
[ 98234-98-1 ]

References: [1]Farmaco, Edizione Scientifica,1985,vol. 40,p. 429 - 441.

2
[ 15862-94-9 ]
[ 617-27-6 ]
2-(4,5-Dimethoxy-2-nitro-benzylamino)-propionic acid ethyl ester [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,1982,vol. 17,p. 547 - 556.

3
[ 1016-58-6 ]
[ 15862-94-9 ]

Yield	Reaction Conditions	Operation in experiment
98%	With thionyl chloride; triethylamine; In dichloromethane; at 0 - 20℃; for 12h;	Step (b): To a solution of (4,5-dimethoxy-2-nitrophenyl)methanol (19.5 g, 91 mmol) in CH2Cl2 (55 mL) was added a few drops of triethylamine, and SOCl2 (1.3 mL, 18 mmol) at 0 C. After stirring overnight at room temperature, the reaction was quenched by addition of EtOH. The organic layer was washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure. After purification by column chromatography on silica gel (Cyclohexane/EtOAc 7:3), the pure product 1 (20.7 g, 90 mmol) was obtained as a yellow solid. Yield, 98%. m.p: 59.9 C. 1H NMR (250 MHz, CDCl3) δ 7.68 (s, 1H), 7.09 (s, 1H), 5.00 (s, 2H), 4.00 (s, 3H), 3.96 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 153.5, 148.8, 140.4, 127.3, 112.9, 108.5, 56.6, 56.5, 43.7.
86.4%	With thionyl chloride; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate;	Preparation of 2-nitro-4,5-dimethoxybenzyl chloride 570 g of 2-nitro-4,5-dimethoxybenzyl alcohol was added over 1 hour to 733 ml of thionyl chloride at 0 C. The solution was heated to 25 C. over 2 hours and to 50-56 C. for 2 hours. The solution was cooled to 5 C. and the mixture was poured onto 12 l of ice water with stirring. The supernatant was poured off and the solid washed with water. The oily solid was blended with ice and water, filtered, and dried in a 40 C. vacuum oven to yield 535 g, 86.4% yield.

References: [1]European Journal of Medicinal Chemistry,2016,vol. 115,p. 453 - 462.
[2]Chemical Communications,2019,vol. 55,p. 5607 - 5610.
[3]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.
[4]Patent: US4477556,1984,A .
[5]Tetrahedron,2005,vol. 61,p. 5849 - 5854.
[6]Journal of the Chemical Society,1965,p. 1080 - 1087.
[7]Tetrahedron,1979,vol. 35,p. 1415 - 1418.

4
[ 15862-94-9 ]
[ 185063-19-8 ]
[ 185063-20-1 ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

5
[ 15862-94-9 ]
[ 185063-07-4 ]
[ 185063-08-5 ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

6
[ 15862-94-9 ]
Cu(L-m-tyrosine)2 [ No CAS ]
[ 185063-03-0 ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

7
[ 15862-94-9 ]
[ 859502-26-4 ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

8
[ 2058-74-4 ]
[ 15862-94-9 ]
3-(4,5-dimethoxy-2-nitro-benzyl)-3-hydroxy-1-methyl-1,3-dihydro-indol-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%		General procedure: All materials were dried for one day at 120 C. Chloride and carbonyl derivatives were introduced into a Schlenk of 30 mL. Products were put in vacuo, then under nitrogen. An appropriate volume of anhydrous DMF was added after 10 min of nitrogen bubbling. The solution was vigorously stirred for 20 min at -20 C. TDAE was added slowly under inert atmosphere. The reaction was stirred for one hour. The second reaction phase was performed at rt or at temperature according to procedure of synthesis. The reaction was hydrolysed with distilled water after TLC analysis clearly showed that the chloride 1 had been totally consumed. The aqueous solution was extracted with dichloromethane and the combined organic layers washed with brine then dried on MgSO4.

References: [1]Synlett,2005,p. 3047 - 3050.
[2]European Journal of Medicinal Chemistry,2014,vol. 76,p. 445 - 459.

9
[ 15862-94-9 ]
7,8-dimethoxy-11-methyl-11<i>H</i>-10,11-diaza-benzo[<i>b</i>]fluorene [ No CAS ]

References: [1]Synlett,2005,p. 3047 - 3050.

10
[ 15862-94-9 ]
bis(4,5-dimethoxy-2-nitrophenyl)ethylene glycol [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

11
[ 15862-94-9 ]
(4R,5R)-4,5-Bis-(4,5-dimethoxy-2-nitro-phenyl)-2-phenyl-[1,3]dioxolane [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

12
[ 15862-94-9 ]
(2R,3R)-2,3-Bis-(4,5-dimethoxy-2-nitro-phenyl)-1,4-dioxa-spiro[4.5]dec-6-ene [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

13
[ 15862-94-9 ]
(2R,3R)-2,3-Bis-(4,5-dimethoxy-2-nitro-phenyl)-1,4-dioxa-spiro[4.5]decane [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

14
[ 15862-94-9 ]
(4R,5R)-4,5-Bis-(4,5-dimethoxy-2-nitro-phenyl)-2-(4-methoxy-phenyl)-[1,3]dioxolane [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

15
[ 15862-94-9 ]
(2R,3R)-2,3-Bis-(4,5-dimethoxy-2-nitro-phenyl)-7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-ene [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

16
[ 15862-94-9 ]
C₃₄H₃₈N₂O₁₂ [ No CAS ]

References: [1]Tetrahedron,2005,vol. 61,p. 5849 - 5854.

17
[ 15862-94-9 ]
[ 185063-04-1 ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

18
[ 15862-94-9 ]
nitroveratryloxycarbonyl-4-nitroveratryl-homotyrosine [ No CAS ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

19
[ 15862-94-9 ]
nitroveratryloxycarbonyl-O-nitroveratryl-m-tyrosine cyanomethyl ester [ No CAS ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

20
[ 15862-94-9 ]
nitroveratryloxycarbonyl-4-nitroveratryl-homotyrosine cyanomethyl ester [ No CAS ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

21
[ 15862-94-9 ]
[ 185063-09-6 ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

22
[ 15862-94-9 ]
nitroveratryloxycarbonyl-L-dopa(O-nitroveratryl)2 cyanomethyl ester [ No CAS ]

References: [1]Molecular Pharmacology,1996,vol. 50,p. 1401 - 1412.

23
[ 15862-94-9 ]
[ 98234-92-5 ]

References: [1]Farmaco, Edizione Scientifica,1985,vol. 40,p. 429 - 441.

24
[ 15862-94-9 ]
6,7-Dimethoxy-9,10-dihydro-4H-1,3a,9-triaza-benzo[f]azulene [ No CAS ]

References: [1]Farmaco, Edizione Scientifica,1985,vol. 40,p. 429 - 441.

25
[ 15862-94-9 ]
[ 98235-06-4 ]

References: [1]Farmaco, Edizione Scientifica,1985,vol. 40,p. 429 - 441.

26
[ 15862-94-9 ]
[ 98235-02-0 ]

References: [1]Farmaco, Edizione Scientifica,1985,vol. 40,p. 429 - 441.

27
[ 15862-94-9 ]
2-(2-Amino-4,5-dimethoxy-benzylamino)-propionic acid ethyl ester [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,1982,vol. 17,p. 547 - 556.

28
[ 15862-94-9 ]
[ 85061-92-3 ]

References: [1]European Journal of Medicinal Chemistry,1982,vol. 17,p. 547 - 556.

29
[ 20357-25-9 ]
[ 15862-94-9 ]

References: [1]Journal of the Chemical Society,1965,p. 1080 - 1087.
[2]European Journal of Medicinal Chemistry,2016,vol. 115,p. 453 - 462.

30
[ 15862-94-9 ]
[ 885-88-1 ]

Yield	Reaction Conditions	Operation in experiment
		Reference Example 94 Preparation of 3-amino-6,7-dimethoxy-3,4-dihydrocarbostyril hydrochloride Using 2-nitro-4,5-dimethoxybenzyl chloride, the captioned compound was obtained in accordance with a method described in J. Med. Chem. 1972, 15, 325. NMR(270 MHz, DMSO6)δppm:10.49(1H, s), 8.52(3H, s), 6.92(1H, s), 6.56(1H, s), 4.06-4.16(1H, m), 3.72(3H, s), 3.70(3H, s), 3.12(1H, dd, J=14,7 Hz), 2.98(1H, t, J=14Hz)

References: [1]Patent: US5594006,1997,A .

31
[ 1796-25-4 ]
[ 15862-94-9 ]
[ 1185180-72-6 ]

References: [1]Tetrahedron,2009,vol. 65,p. 6128 - 6134.
[2]European Journal of Medicinal Chemistry,2013,vol. 69,p. 728 - 734.

32
[ 40299-87-4 ]
[ 15862-94-9 ]
[ 1185180-73-7 ]

References: [1]Tetrahedron,2009,vol. 65,p. 6128 - 6134.
[2]European Journal of Medicinal Chemistry,2013,vol. 69,p. 728 - 734.

33
[ 15862-94-9 ]
[ 1185180-70-4 ]
[ 1185180-74-8 ]

References: [1]Tetrahedron,2009,vol. 65,p. 6128 - 6134.

34
[ 15862-94-9 ]
[ 1185180-71-5 ]
[ 1185180-79-3 ]

References: [1]Tetrahedron,2009,vol. 65,p. 6128 - 6134.

35
[ 31253-08-4 ]
[ 15862-94-9 ]
[ 1185180-65-7 ]

References: [1]Tetrahedron,2009,vol. 65,p. 6128 - 6134.

Historical Records

Technical Information

• Alkyl Halide Occurrence • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Nomenclature of Ethers • Preparation of Ethers • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Ethers • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling

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CAS No.: 15862-94-9

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CAS No.: 15862-94-9

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Product Details of [ 15862-94-9 ]

Safety of [ 15862-94-9 ]

Application In Synthesis of [ 15862-94-9 ]

[ 15862-94-9 ] Synthesis Path-Downstream 1~35

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