HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 2-[(1H-Imidazol-2-yl)methyl]aniline | HCID 13344903 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 11H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one | HCID 13344922 | — |
Reaction Steps
A solution of 32.4 g of phenyl chloroformate in 100 ml of acetonitrile is added dropwise under nitrogen while stirring to a mixture of 34.6 g of 2-(2-aminobenzyl)imidazole and 71 g of triethylamine in 600 ml of acetonitrile at room temperature. After addition is complete, the reaction mixture is heated under reflux for 12 hours, and allowed to cool to room temperature. Water (150 ml) is added, the mixture is stirred at room temperature for 0.5 hour and cooled to 5°. The resulting precipitate is filtered off, washed first twice with 50 ml of water, then 3 times with 33 ml of cold acetone and dried to give 11H-imidazo[1,2-c][1,3]benzodiazepin-5-(6H)-one, m.p. 255°-7°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04507311 |
| Source dataset | uspto-grants-1985_03 |
| ORD ID | ord-95062da6924f42adbb0312cc18dccb4b |
| Source note | uspto-grants-1985_03 |