HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 6,11-Dihydro-2,6-dimethyl-11-(3-pyrrolidino-propyl)-5H-pyrido[2,3-b][1,5]benzodiazepin5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Chloropropyl)-pyrrolidine | HCID 11321028 | — |
| Reactant | 6,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one | HCID 20393028 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6,11-Dihydro-2,6-dimethyl-11-(3-pyrrolidino-propyl)-5H-pyrido[2,3-b][1,5]benzodiazepin5-one | HCID 20393046 | — |
Reaction Steps
A mixture consisting of 7.2 gm of 6,11-dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one, 1.9 gm of 50% sodium hydride in mineral oil and 100 ml of dimethyl formamide was stirred at 60°-70° C. for 45 minutes. Thereafter, the mixture was cooled to room temperature, 7.4 gm of 3-pyrrolidino-propyl chloride were added dropwise and the mixture was refluxed for 3 hours. The solvent was then distilled off in vacuo, and the residue was recrystallized twice from acetonitrile, yielding 46% of theory of the compound named in the heading, which had a melting point of 134°-136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04167570 |
| Source dataset | uspto-grants-1979_09 |
| ORD ID | ord-a522f4b935004ff7bf2f124b2296fcfa |
| Source note | uspto-grants-1979_09 |