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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224370Generated: October 26, 2026

Ammonia → 7-Chloro-3-fluoro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

https://huagongshe.com/reaction/224370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2-Amino-5-chlorobenzophenoneHCID 12870—
Reactant2-Chloro-2-fluoroacetyl chlorideHCID 3013861—
Reactant2-(alpha-Chloro-alpha-fluoro-acetamido)-5-chloro-benzophenoneHCID 23332628—
SolventDimethyl SulfoxideHCID 679—
Product7-Chloro-3-fluoro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-oneHCID 13125987—

Reaction Steps

NH3 is passed into a solution of 3.26 g. of 2-(α-chloro-α-fluoro-acetamido)-5-chloro-benzophenone, obtainable from 2-amino-5-chlorobenzophenone and α-chloro-α-fluoroacetyl chloride, in 15 ml. of DMSO at 50° for one hour. After stirring for 16 hours, the mixture is evaporated; 35 ml. of chloroform and 35 ml. of 13% NHO3 are added and the resulting salt is filtered off. The product is suspended in ethanol and neutralized with ammonia. Dilution with water gives 3-fluoro-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one, m.p. 235° (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04232016
Source datasetuspto-grants-1980_11
ORD IDord-fa087ebf51fe4e8b97e36821ee796f99
Source noteuspto-grants-1980_11