Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442687Generated: October 30, 2026

Ethanol → 1-(2-Chloro-4-nitrophenyl)-7,8-methylenedioxy-3,5-dihydro-2,3-benzodiazepin-4(4H)-one

https://huagongshe.com/reaction/442687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantMethyl 2-(2-Chloro-4-nitrobenzoyl)-4,5-methylenedioxyphenylacetateHCID 54561972—
Product1-(2-Chloro-4-nitrophenyl)-7,8-methylenedioxy-3,5-dihydro-2,3-benzodiazepin-4(4H)-oneHCID 54064938—

Reaction Steps

The title compound was prepared from methyl 4,5-methylenedioxy-2-(2-chloro-4-nitrobenzoyl)phenylacetate (11 g, 29 mmol) and hydrazine hydrate (5.0 mL, 88 mmol) in ethanol (60 mL) as a yellow solid (1.4 g, 3.9 mmol, 13%), mp: 202°-204° C. 1H NMR (CDCl3) 8.64 (s, 1H), 8.29-8.26 (m, 2H), 7.82 (d, J=8.2, 1H), 6.84 (s, 1H), 6.28 (s, 1H), 6.02 (s, 2H), 3.59 (s, 2H). Anal. Calcd. for C16H10N3O5.(1/2)H2O: C, 52.12; H, 3.01; N, 11.40. Found: C, 52.50; H, 3.36; N, 10.35.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891871
Source datasetuspto-grants-1999_04
ORD IDord-d5613511cff4411783e2edddf0d1cfed
Source noteuspto-grants-1999_04