HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Proline → (S)-1,2,3,11a-tetrahydro-6-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 5-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 10487522 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (S)-1,2,3,11a-tetrahydro-6-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione | HCID 13891432 | — |
Reaction Steps
A solution of 13.6 g (0.0768 mol) of 6-methylisatoic acid anhydride and 8.8 g (0.0768 mol) of L-proline is heated at 110° C. for 1 hour in 75 ml of dimethyl sulphoxide. Subsequently, the mixture is evaporated to dryness in a high vacuum and the residue is recrystallised from ethyl acetate with the addition of active carbon. There is obtained (S)-1,2,3,11a-tetrahydro-6-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 212°-214° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04346036 |
| Source dataset | uspto-grants-1982_08 |
| ORD ID | ord-137c2a4348994a14bc314ba90b37fc29 |
| Source note | uspto-grants-1982_08 |