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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1764517Generated: October 31, 2026

Sodium Bicarbonate → Alprazolam

https://huagongshe.com/reaction/1764517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantEthanimidic acid, ethyl ester, hydrochloride (1:1)HCID 2724290—
Reactant7-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepineHCID 12390874—
SolventChloroformHCID 6212—
ProductAlprazolamHCID 2118—

Reaction Steps

To a solution of 2.84 parts of 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine in 60 parts by volume of chloroform is added 2.46 parts of ethyl acetoimidate hydrochloride. The mixture is stirred for 8 hours, and then aqueous sodium bicarbonate is added so as to neutralize the mixture. The chloroform layer is separated, washed with water and dried over anhydrous sodium sulfate, followed by evaporation of the solvent. The residue is recrystallized from ethyl acetate to give 8-chloro-1-methyl-6-phenyl-4H-s-triazolo [4,3-a] [1,4] benzodiazepine as colorless needles. Melting point: 225° C to 226° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04116956
Source datasetuspto-grants-1978_09
ORD IDord-edb84fb3bd5e40d5a4c6820b21f0c60d
Source noteuspto-grants-1978_09