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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1252672Generated: November 1, 2026

Cyanide → 6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione

https://huagongshe.com/reaction/1252672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanideHCID 5975—
ReactantSodiumHCID 5360545—
Reactant3,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2,5(1H)-dioneHCID 19905112—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dioneHCID 2013896142.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

2.3 g of 3,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2,5(1H)-dione (U.S. Pat. No. 4,352,817 ex.9) and 1.26 g of cupro cyanide was dissolved in 5 ml dimethyl formamide. This mixture was heated to 110° C. for 30 minutes. This mixture was then cooled to 50° C. and 2.4 g sodium in 6 ml water was added. The resulting mixture was then stirred for 10 minutes, whereafter 30 ml water was added. This mixture was extracted two times with 25 ml ethyl acetate. The organic phase was dryed with calcium chloride. After filtration the organic solution was evaporated in vacuo to give 0.78 g of the title compound. M.p. 261°-69° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04745112
Source datasetuspto-grants-1988_05
ORD IDord-459d66bb8b9840b7ada7ba9a55832fb2
Source noteuspto-grants-1988_05