Ammonia → HCID 14370875, compound

HRID 1199604Notes

Reaction equation

HRID 1199604 reaction equation
N.[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([O:10][C:11]([O:13][CH3:14])=[O:12])=[CH:5][C:4]=1[N:15]=[C:16]=[O:17].ClC1C=C(Cl)C(OC(OC)=O)=CC=1[N+:31]([O-])=O>C1C=CC=CC=1>[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([O:10][C:11]([O:13][CH3:14])=[O:12])=[CH:5][C:4]=1[NH:15][C:16]([NH2:31])=[O:17]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14551387HCID 14551387, compoundHCID 14695641HCID 14695641, compound

Product 1

HCID 14370875HCID 14370875, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

An ammonia gas was introduced while strongly stirring on cooling in an ice bath into a benzene solution (120 ml) of 2,4-dichloro-5-methoxycarbonyloxyphenyl isocyanate (5.04 g, 19.2 mmol) which has been synthesized by the identical method as the Comparative Examples 1 to 4 from 2,4-dichloro-5-methoxycarbonyloxynitrobenzene. Thirty minutes later, a white solid deposited was filtered and sufficiently washed with benzene. This product was confirmed to be the desired 2,4-dichloro-5-methoxycarbonyloxyphenyl urea (4.68 g, yield 88%) by means of spectral analyses.

Workup

  1. filtrationThirty minutes later, a white solid deposited was filtered
  2. washsufficiently washed with benzene

Sources & evidence

ORD record
ord-5b5b85c16a554983832d3cdd7f974012
Source dataset
uspto-grants-1990_02
Patent number
US04902337

Reaction notes

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