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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25084Generated: October 31, 2026

Acetic Anhydride → (+/-)-8-Methyl-7-(5-methyl-1,2,4-oxadiazol-3-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

https://huagongshe.com/reaction/25084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant(+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbamidoximeHCID 86593811—
SolventWaterHCID 962—
Product(+/-)-8-Methyl-7-(5-methyl-1,2,4-oxadiazol-3-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepineHCID 2256545450%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3.0 g (7.82 mmol) of the starting material XXIV and 15 ml of acetic anhydride was stirred at 110° C. for 1 h, then after cooling it was diluted with water and extracted with dichloromethane. The organic layer was concentrated and the residue was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mire of n-hexane-ethyl acetate (2:1) as eluent to yield 1.58 g (50%) of the title compound; Mp.: 191-200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858605B2
Source datasetuspto-grants-2005_02
ORD IDord-08cbedf087054ee4b40bcd82783a63bd
Source noteuspto-grants-2005_02