HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Azetidinecarboxylic acid, (S)- → (S)-1,10a-dihydro-5-methyl-2H-azeto[2,1-c][1,4]benzodiazepine-4,10(9H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Azetidinecarboxylic acid, (S)- | HCID 16486 | — |
| Reactant | 5-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 10487522 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (S)-1,10a-dihydro-5-methyl-2H-azeto[2,1-c][1,4]benzodiazepine-4,10(9H)-dione | HCID 22839900 | — |
Reaction Steps
13.0 g (128.4 mmol) of L-azetidine-2-carboxylic acid and 22.7 g (128.4 mmol) of 6-methyl-isatoic acid anhydride in 150 ml of dimethyl sulphoxide are heated to 95° for 3 hours, evaporated to dryness in a high vacuum and the residue obtained is heated to 140° for 2.25 hours. By crystallization from ethyl acetate there is obtained (S)-1,10a-dihydro-5-methyl-2H-azeto[2,1-c][1,4]benzodiazepine-4,10(9H)-dione of melting point 159°-160°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04489003 |
| Source dataset | uspto-grants-1984_12 |
| ORD ID | ord-977c01afaf7e419d8ad27442cd1f15fb |
| Source note | uspto-grants-1984_12 |