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Updated: Sep 4, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Characterization of hydrazine derivative: proposed decomposition mechanism and structure elucidation of decomposition
Takayuki Nemoto1, Eliada Lazoura, Takashi Nomoto
1Process R&D, Laboratories for Technology Development, Banyu Pharmaceutical Co., Ltd., Aichi, Japan. nemototy@banyu.co.jp
Abstract:
Decomposition of protected hydrazine diol (1) hemi-oxalate, a key intermediate of the potent indolocarbazole-based DNA topoisomerase I inhibitor (2), was investigated. Spectroscopic analysis revealed that the main decomposition compounds of the hydrazine derivative were a peroxide (3) and an alcohol derivative (4). The peroxide derivative (3) was proposed to form in the presence of oxygen- and/or H(2)O-generated radicals, which was subsequently reduced to the more stable alcohol derivative (4). A plausible decomposition mechanism was proposed and our findings were substantiated by chemical conversion.
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