Ammonia → HCID 14370872, compound

HRID 1199603Notes

Reaction equation

HRID 1199603 reaction equation
[NH3:1].[F:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([O:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][C:4]=1[N:16]=[C:17]=[O:18]>C1C=CC=CC=1>[F:2][C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([O:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][C:4]=1[NH:16][C:17]([NH2:1])=[O:18]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14551386HCID 14551386, compound

Product 1

HCID 14370872HCID 14370872, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

An ammonia gas was introduced into a solution of 2-fluoro-4-chloro-5-ethoxycarbonyloxyphenyl isocyanate (16.7 g, 64 mmol) in benzene (300 ml) while vigorously stirring on cooling in an ice bath. Precipitation of white solid was immediately observed. After thirty minutes the solid deposited was obtained by filtration and sufficiently washed with benzene and dried. This product was identified as 2-fluoro-4-chloro-5-ethoxycarbonyloxyphenyl urea (14.2 g, yield 80%).

Workup

  1. temperatureon cooling in an ice bath
  2. customPrecipitation of white solid
  3. customAfter thirty minutes the solid deposited was obtained by filtration
  4. washsufficiently washed with benzene
  5. customdried

Sources & evidence

ORD record
ord-e0fe439257974419b1fd01e85ff10120
Source dataset
uspto-grants-1990_02
Patent number
US04902337

Reaction notes

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