Water → phenyl 4-nitrophenylcarbamate

HRID 1280428Notes

Reaction equation

HRID 1280428 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)([O-:13])=[O:12].O>CC(N(C)C)=O>[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:2](=[O:3])[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 74754-NitroanilineHCID 15891Phenyl chloroformate

Product 1

HCID 11322856phenyl 4-nitrophenylcarbamate

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Phenyl chloroformate (1.08 mol) was added dropwise at a temperature <20° C. to a stirring solution of 4-nitrobenzenamine (1.02 mol) in DMA (500 ml) on ice and the mixture was stirred overnight. The mixture was poured into water (1000 ml), stirred till a homogenously suspension and filtered off, yielding phenyl (4-nitrophenyl)carbamate (intermediate 1).

Workup

  1. stirringstirred till a homogenously suspension
  2. filtrationfiltered off

Sources & evidence

ORD record
ord-d3a11749fa1a475f8541f350d9231808
Source dataset
uspto-grants-2002_09
Patent number
US06451802B1

Reaction notes

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