1,2-Dichloro-3-isocyanatobenzene → HCID 9906018, compound

HRID 323049Notes

Reaction equation

HRID 323049 reaction equation
[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:12][C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[N:20]=[C:21]=[O:22]>>[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:21]([NH:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[Cl:12])=[O:22]

Participants

3

Reactant 2

HCID 330501,2-Dichloro-3-isocyanatobenzeneHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 9906018HCID 9906018, compoundYield 73.1%

Procedure

The urea was prepared from 2-hydroxy 4-nitro aniline (308 mg, 2 mmol) and 2,3-dichloro phenyl isocyanate (2 mmol) by general Method B. It was purified by dilution with methylene chloride and precipitation with hexane. Filtering afforded the title compound (0.5 g, 73%). EI-MS m/z 342 (M+H)+

Workup

  1. customIt was purified by dilution with methylene chloride and precipitation with hexane
  2. filtrationFiltering

Sources & evidence

ORD record
ord-e804be2c14f146a5a80dc6711dbc803d
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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