HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 11-(6-chlorocaproyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one | HCID 13810571 | — |
| Reactant | 11-acryloyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one | HCID 19936347 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 11-(6-chlorocaproyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one | HCID 15924302 | — |
Reaction Steps
From the thus obtained 11-haloacyl-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepin-6-ones one can easily, as described above, obtain the intermediates having in 11-position an alkenylacyl group, which can subsequently be reacted with an amine of the formula III. Thus, for example, from 11-(3-chloropropionyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one in dioxane as solvent, 11-(acryloyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one, M.p.: 235° C. (decomp.) (from acetonitrile), was obtained with high yield after 1 hour of refluxing in the presence of an excess of triethylamine (see German Pat. No. 1,936,670).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04210648 |
| Source dataset | uspto-grants-1980_07 |
| ORD ID | ord-22f4996eb121403ab6784f1da04b1eaf |
| Source note | uspto-grants-1980_07 |