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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224366Generated: October 25, 2026

Hypofluorous acid, trifluoromethyl ester → 3-fluoro-1,3-dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one

https://huagongshe.com/reaction/224366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHypofluorous acid, trifluoromethyl esterHCID 78989—
Reactant4-p-toluenesulfonyl-5-phenyl-7-nitro-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-oneHCID 23332655—
Reactant3-fluoro-4-p-toluenesulfonyl-5-phenyl-7-nitro-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-oneHCID 23332675—
SolventDimethylformamideHCID 6228—
Product3-fluoro-1,3-dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-oneHCID 13125994—

Reaction Steps

2.35 g. of sublimed potassium tert.-butylate are added at 5° to a solution of 4.55 g. of 3-fluoro-4-p-toluenesulfonyl-5-phenyl-7-nitro-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-one, obtainable from 4-p-toluenesulfonyl-5-phenyl-7-nitro-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-one and CF3OF, in 50 ml. of DMF. After stirring for 1 hour, the temperature is allowed to rise to 20° and the mixture is stirred for 48 hours more. The mixture is poured onto ice and worked up in the customary manner to give 3-fluoro-5-phenyl-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04232016
Source datasetuspto-grants-1980_11
ORD IDord-930db9717e944bd3a8b5d05a3ffb243a
Source noteuspto-grants-1980_11