Abstract

Herein, we report a new method of synthesis of N-acylureas (E1–5) via reaction of dibenzoylhydrazine carboxamide (N,2-bis(4-methoxybenzoyl)hydrazine-1-carboxamide) (C) and various benzylamines. Preparation of dibenzoylhydrazine carboxamide (C) was performed by the treatment of 5,6-diaryl-3-methylthio-1,2,4-triazine (B) with Oxone which leads to oxidation and triazine ring cleavage in high yield (82%). Five benzylamine derivatives containing different electron donating and withdrawing substituents were used in this study. Yields for the conversion of dibenzoylhydrazine carboxamide (C) to N-acylureas (E1–5) were in the range of 40–55%. The structures of the intermediates and final products were characterized and confirmed by NMR, mass spectrometry and single-crystal X-ray crystallography.

摘要

在此，我们报告了一种通过二苯甲酰肼甲酰胺（N,2-双（4-甲氧基苯甲酰基）肼-1-甲酰胺）（C）和各种苄胺反应合成 N-酰脲（E1-5）的新方法。二苯甲酰肼甲酰胺 ( C ) 的制备是通过用 Oxone处理 5,6-二芳基-3-甲硫基-1,2,4-三嗪 ( B ) 来进行的，这导致氧化和三嗪环裂解，产率高 (82%) . 本研究中使用了五种含有不同给电子和吸电子取代基的苄胺衍生物。二苯甲酰肼甲酰胺 ( C )转化为 N-酰基脲 ( E1–5) 的产率) 在 40-55% 的范围内。中间体和最终产物的结构通过核磁共振、质谱和单晶 X 射线晶体学表征和确认。