Further Studies on the Reaction of Unsaturated Acids with o-Phenylenediamine and 4-Substituted o-Phenylenediamines in Acid Medium

Authors: Mashooda HASAN, Shagufta MUNAWAR, Naeema KHAN, Zahida MAQBOOL

Abstract: Condensation of methylcrotonic acid with 4-chloro-o-phenylenediamine in 4N HCl yielded 5-chloro-2-(1-isobutenyl)benzimidazole and 7-chloro-4, 4-dimethyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one. Methacrylic acid when condensed with o-phenylenediamine in 4N HCl yielded the already reported 3-methyl-1,2,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one and 2(2-propenyl)benzimidazole. Condensation of methacrylic acid with 4-chloro-o-phenylenediamine in 4N HCl yielded 5-chloro-2(2-propenyl)benzimidazole. The structures of all the purified compounds were confirmed with the help of mass and $^1$H NMR spectral analysis.


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