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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442686Generated: October 25, 2026

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

https://huagongshe.com/reaction/442686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantMethyl 4,5-Methylenedioxy-2-(3-methyl-4-nitrobenzoyl)phenylacetateHCID 53912114—
Product7,8-Methylenedioxy-1-(3-methyl-4-nitrophenyl)-3,5-dihydro-2,3-benzodiazepin-4(4H)-oneHCID 53847772—

Reaction Steps

The title compound was prepared from methyl 4,5-methylenedioxy-2-(3-methyl-4-nitrobenzoyl)phenylacetate (1.4 g, 3.9 mmol) and hydrazine hydrate (1.0 mL, 18 mmol) in ethanol (25 mL) as a yellow solid (0.65 g, 1.9 mmol, 49%), mp: 275°-277° C. 1H NMR (CDCl3) 8.65 (s, 1H), 8.02 (d, J=8.5, 1H), 7.62 (s, 1H), 7.56 (d, J=8.5, 1H), 6.85 (s, 1H), 6.56 (s, 1H), 6.06 (s, 2H), 3.48 (s, 2H), 2.64 (s, 3H). Anal. Calcd. for C17H13N3O5 : C, 60.18; H, 3.86; N, 12.38. Found: C, 60.22; H, 3.83; N, 12.28.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891871
Source datasetuspto-grants-1999_04
ORD IDord-976b0673e731470d8da254df5a19052d
Source noteuspto-grants-1999_04