HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 6-Chloro-5-fluoroisatoic acid anhydride | HCID 53662689 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione | HCID 11277204 | — |
Reaction Steps
3.3 g (0.015 mol) of 6-chloro-5-fluoroisatoic acid anhydride and 2 g (0.017 mol) of L-proline in 7.5 ml of dimethylformamide are heated to 120° for 2 hours, cooled, treated with 12 ml of distilled water and the precipitated brown crystals are filtered off. By recrystallization of the crude product from acetone/hexane there is obtained (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 217°-219°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04353827 |
| Source dataset | uspto-grants-1982_10 |
| ORD ID | ord-bb64cd5fdbdb4a38b3214e1e3852c099 |
| Source note | uspto-grants-1982_10 |