Dichloromethane → Phenyl N-(4,5-dimethyl-2-methoxyphenyl)thiocarbamate

HRID 377924Notes

Reaction equation

HRID 377924 reaction equation
C[C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].[CH2:12](Cl)Cl.[CH:15]1[CH:20]=[CH:19][C:18]([O:21][C:22](Cl)=[S:23])=[CH:17][CH:16]=1>O>[CH3:9][C:8]1[C:7]([CH3:12])=[CH:6][C:4]([NH:5][C:22](=[S:23])[O:21][C:18]2[CH:19]=[CH:20][CH:15]=[CH:16][CH:17]=2)=[C:3]([O:10][CH3:11])[CH:2]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 70498Phenyl thioxochloroformateHCID 178964772-Methoxy-3,4-dimethylaniline

Product 1

HCID 53857756Phenyl N-(4,5-dimethyl-2-methoxyphenyl)thiocarbamateYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 3,4-dimethyl-2-methoxyaniline(4.50 g, 0.03 mol), methylene chloride(100 ml) was added and then phenyl chlorothionoformate(5.16 g, 0.03 mol) was added slowly. The resulting mixture was stirred for 2 hours, and thereto water(150 ml) was added. The resulting mixture was extracted with methylene chloride and purified by column chromatography to obtain the titled compound.

Workup

  1. extractionThe resulting mixture was extracted with methylene chloride
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-4ed0aabd626a4eeeb2ae2dba8c03d4fc
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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