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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanide | HCID 5975 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 3,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2,5(1H)-dione | HCID 19905112 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione | HCID 20138961 | 42.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04745112 |
|---|
| Source dataset | uspto-grants-1988_05 |
|---|
| ORD ID | ord-459d66bb8b9840b7ada7ba9a55832fb2 |
|---|
| Source note | uspto-grants-1988_05 |
|---|