HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Azetidinecarboxylic acid, (S)- → (S)-5-chloro-1,10a-dihydroazeto[2,1-c][1,4]benzodiazepine-4,10(2H,9H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Azetidinecarboxylic acid, (S)- | HCID 16486 | — |
| Reactant | 5-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 639058 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (S)-5-chloro-1,10a-dihydroazeto[2,1-c][1,4]benzodiazepine-4,10(2H,9H)-dione | HCID 22821768 | — |
Reaction Steps
11.3 g (0.057 mol) of 6-chloro-isatoic acid anhydride and 5.78 g (0.057 mol) of L-azetidine-2-carboxylic acid are heated to 125° in 50 ml of dimethyl sulphoxide for 2 hours. The mixture is subsequently evaporated to dryness in a high vacuum and the residue obtained is heated to 150° for 2 hours. By chromatography on silica gel while eluting with ethyl acetate there is obtained (S)-5-chloro-1,10a-dihydroazeto[2,1-c][1,4]benzodiazepine-4,10(2H,9H)-dione of melting point 225°-228°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04489003 |
| Source dataset | uspto-grants-1984_12 |
| ORD ID | ord-3f09c0d83b6a4e0792d58dd470853c84 |
| Source note | uspto-grants-1984_12 |