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

HRID 377917Notes

Reaction equation

HRID 377917 reaction equation
[CH3:1][C:2]1[C:8]([CH3:9])=[CH:7][C:5]([NH2:6])=[C:4]([O:10][CH3:11])[CH:3]=1.C(Cl)Cl.Cl[C:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17]>O>[CH3:1][C:2]1[C:8]([CH3:9])=[CH:7][C:5]([NH:6][C:16](=[O:17])[O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:4]([O:10][CH3:11])[CH:3]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 15891Phenyl chloroformateHCID 193571402-Methoxy-4,5-dimethylaniline

Product 1

HCID 19357180Phenyl N-(4,5-dimethyl-2-methoxyphenyl)carbamateYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 4,5-dimethyl-2-methoxyaniline(4.50 g, 0.03 mol), methylene chloride(100 ml) was added and phenyl chloroformate(4.80 g, 0.03 mol) was added slowly. The resulting solution was stirred for 2 hrs and thereto water(150 ml) was added, and extracted with methylene chloride and purified by column chromatography to obtain the titled compound.

Workup

  1. extractionextracted with methylene chloride
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-9aaedd679882450eacbdbdc42be67a34
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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