Synthesis of 4-hydroxy-3, 4-dihydro-1, 2, 3-benzotriazines via 2-(3-alkyl-1-triazeno) benzaldehydes and 2-(3-alkyl-1-triazeno) benzophenones

…, K Vaughan, DL Hooper

Index: Faye, Patricia L.; Vaughan, Keith; Hooper, Donald L. Canadian Journal of Chemistry, 1983 , vol. 61, p. 179 - 183

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Citation Number: 13

Abstract

Diazotization of o-aminobenzaldehyde, followed by immediate coupling of the diazonium salt with primary alkylamines, affords unstable l-aryl-3-alkyltriazenes which immediately cyclize to the 4-hydroxy-3-alkyl-1, 2, 3-benzotriazines. Analogous reaction of o- aminobenzophenones affords stable 4-aryl-4-hydroxy-3-alkyl-1, 2, 3-benzotriazines. The 4- hydroxytriazine derived from o-anthraniloylbenzoic acid undergoes further cyclization ...