Ethanol → 10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione
Reaction equation
[CH3:1][N:2]1[C:8](=[O:9])[O:7][C:5](=O)[C:4]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:3]12.[NH:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1C(O)=O.C(O)C>CS(C)=O>[CH3:1][N:2]1[C:3]2[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=2[C:5](=[O:7])[N:14]2[CH2:21][CH2:20][CH2:19][CH:15]2[C:8]1=[O:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The N-methyl isatoic anhydride (I) and L-proline (II) are reacted in a solvent such as ethanol or dimethyl sulfoxide at 25° to 200° C. for a period of 1 to 24 hours to produce the dextrorotatory isomer of the 1,2,3,11a-tetrahydro-10-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5,11(10H)-dione.
Sources & evidence
- ORD record
- ord-734de9473da94631982cf5506512a24d
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03985732
Reaction notes
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