Ammonia → Aklomide

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH3:14]>>[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:14])=[O:5]

Participants

Reactant 2

HCID 222Ammonia

HCID 81522Benzoyl chloride, 2-chloro-4-nitro-

Product 1

HCID 2075AklomideYield 90%

Procedure

Thereafter, 2-chloro-4-nitrobenzoyl chloride (460 g, 2.1 m) was added dropwise to a stirred 28% ammonia solution (2000 ml) at between 10° and 15° C. The precipitate was washed with water and 30% methanol and then dried to yield 2-chloro-4-nitrobenzamide (379 g, 90%, mp 168°-170° C.).

Workup

washThe precipitate was washed with water and 30% methanol
customdried

Sources & evidence

ORD record: ord-26da6a7b29ef49ee860d8f8767ea7304
Source dataset: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04424371

Reaction notes

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