| abstract |
NOVEL AND IMPROVED METHOD FOR PREPARING BENZODIAZEPINE DERIVATIVES, WHICH HAVE PROMINENT EFFECTS AS TRANQUILIZERS, MUSCLE RELAXANTS, ANTISPASMODICS, ANTICONVULSANTS AND HYPNOTICS, REPRESENTED BY THE FORMULA, 2-(O=),3-R3,5-(R2-PHENYL),R1-1,2-DIHYDRO-3H-1,4- BENZODIAZEPINE WHEREIN R1 IS HYDROGEN, HALOGEN, C1-4 ALKYL, NITRO OR TRIFLUOROMETHYL; R2 IS HYDROGEN OR HALOGEN; AND R3 IS HYDROGEN OR C1-4 ALKYL. THESE BENZODIAZEPINE DERIVATIVES ARE PREPARED BY REACTING A NOVEL 1-PHTHALIMIDOACYL-INDOLE DERIVATIVE REPRESENTED BY THE FORMULA, 1-((1,3-DI(O=)ISOINDOLIN-2-YL)-CH(-R3)-CO-),2-R4,3- (R2-PHENYL),R1-INDOLE WHEREIN R1, R2 AND R3 ARE AS DEFINED ABOVE; AND R4 IS HYDROGEN OR C1-4 ALKYL, WITH OZONE AND THEN CONTACTING THE REACTION PRODUCT WITH A HYDRAZINE DERIVATIVE. THE 1-PHTHALIMIDOACYL-INDOLE DERIVATIVE IS PRODUCED BY PHTHALIMIDOACYLATION OF AN INDOLE DERIVATIVE REPRESENTED BY THE FORMULA, 2-R4,3-(R2-PHENYL),R1-INDOLE OR FISCHER CYCLIZATION OF A PHTHALIMIDOACYL-PHENYLHYDRAZONE DERIVATIVE REPRESENTED BY THE FORMULA, 1,3-DI(O=),2-((R2-PHENYL)-CH2-C(-R4)=N-N(-PHENYLENE-R1)- CO-CH(-R3)-)ISOINDOLE WHEREIN R1, R2, R3 AND R4 ARE AS DEFINED ABOVE. |