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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67393Generated: October 25, 2026

Ethylene Glycol → 2-hydroxyethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

https://huagongshe.com/reaction/67393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantFlumazenilHCID 3373—
ReactantPotassium CyanideHCID 9032—
Product2-hydroxyethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylateHCID 20515314—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 6.08 g (20 mmol) of ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate, 100 mg of potassium cyanide and 60 ml of ethyleneglycol is stirred at 130° C. for 6 hours and subsequently evaporated. After taking up the residue in chloroform, the solution is washed with water, dried over magnesium sulphate and evaporated. After recrystallisation of the crude product from ethyl acetate, there is obtained 2-hydroxyethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate of melting point 202°-204° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04346032
Source datasetuspto-grants-1982_08
ORD IDord-db7616f8127345ea87a3169d0058f7d9
Source noteuspto-grants-1982_08