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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223333Generated: October 28, 2026

Water → (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

https://huagongshe.com/reaction/223333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantL-ProlineHCID 145742—
Reactant6-Chloro-5-fluoroisatoic acid anhydrideHCID 53662689—
SolventDimethylformamideHCID 6228—
Product(S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dioneHCID 11277204—

Reaction Steps

3.3 g (0.015 mol) of 6-chloro-5-fluoroisatoic acid anhydride and 2 g (0.017 mol) of L-proline in 7.5 ml of dimethylformamide are heated to 120° for 2 hours, cooled, treated with 12 ml of distilled water and the precipitated brown crystals are filtered off. By recrystallization of the crude product from acetone/hexane there is obtained (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 217°-219°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04353827
Source datasetuspto-grants-1982_10
ORD IDord-bb64cd5fdbdb4a38b3214e1e3852c099
Source noteuspto-grants-1982_10