Dimethyl Sulfoxide → HCID 12448362, compound

Participants

Reaction Steps

A mixture of 6.2 g. of L-proline, 10.0 g. of 5-fluoro-N-methylisatoic anhydride and 30 ml. of dimethyl sulfoxide is heated on a steam bath for 6 hours, cooled and then diluted with 100 ml. of water. The reaction mixture is evaporated with benzene and the benzene layer is washed twice with water and concentrated. The residue is dissolved in ether and cooled. The crystals are filtered off and dried in a vacuum oven. The dextrorotatory 7-fluoro-1,2,3,11a-tetrahydro-10-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5,11(10H)dione melts at 131°-132°, [α]D25 + 417° (1.6%, methanol).

Provenance & Evidence