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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851641Generated: October 30, 2026

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

https://huagongshe.com/reaction/851641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 20487136HCID 20487136—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
Product6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dioneHCID 20138961—

Reaction Steps

A mixture of 5.7 g (0.018 mol) of 3,4-dihydro-6-iodo-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione, 2.4 g (0.026 mol) of copper (I) cyanide and 60 ml of dimethylformamide is heated to 50° for 45 minutes. After cooling, the mixture is diluted with water and extracted several times with chloroform/isopropanol (4:1). The combined organic extracts are dried over magnesium sulphate and evaporated. The yellow-brown crude product is recrystallized from methanol, there being obtained 6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione of melting point 253°-256° (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04386028
Source datasetuspto-grants-1983_05
ORD IDord-6586378707814706a452721c35c7db15
Source noteuspto-grants-1983_05