379240-09-2Relevant academic research and scientific papers
Part 6: Synthesis of spiro 1,5-benzodiazepine attached with different heterocyclic moeities
Khodairy,El-Sayed,Salah,Abdel-Ghany
, p. 3245 - 3258 (2007)
3-Oxime-4-phenyl-1(H)(l,5)benzodiazepin-2-one 2 was prepared and treated with malononitrile, arylidenenitriles, and bidentates to give the corresponding spiro-3,3′-isoxazolo-, thiadiazino-, and triazino-1,5-benzodiazepines 3-7. 3-Bromo-3-cyano-4-phenyl-l(H)(l,5)benzodiazepin-2-one 9a and 3-bromo-3-cyano-4-(4′-bromophenyl)-1(H)(l,5)benzodiazepin-2-one 9b were synthesized via the bromination of 3-cyano-4-phenyl-1(H)(l,5)benzodiazepin-2-one 8. Compounds 9a,b were reacted with bidentates or cyclopentanone to afford spiro piprazine, quinoxaline, thiazine, thiadiazine, imidazole, and cyclopentafuran derivatives 10-16. Treatment of compound 1 with p-tolyldiazonium chloride gave 3-(p-tolylazo)-4-phenyl-1(H)(1,5)-benzodiazepin-2-one 17, which in turn treated with nitriles, cyclopentanone, and S,S-acetal derivative to give the corresponding spiro pyrazole, cyclopentapyrazole, and thiadiazole derivatives 18-21. Copyright Taylor & Francis Group, LLC.
