Novel Annulation of Cyanuric Chloride with 2-Aminobenzamides: A New Approach to 2-Amino-3-substituted Quinazolin-4(3H)-ones

被引：9
|
作者：
Soda, Anil Kumar [1 ,2 ]
Sriramoju, Vinodkumar [1 ]
Chellu, Ramesh Kumar [1 ,2 ]
Chilaka, Sai Krishna [1 ,2 ]
Kurva, Srinivas [1 ]
Bansod, Sudhakar [1 ,2 ]
Madabhushi, Sridhar [1 ,2 ]
机构：
[1] CSIR, Fluoroagro Chem Dept, Indian Inst Chem Technol, Hyderabad 500007, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
来源：
CHEMISTRYSELECT | 2021年 / 6卷 / 04期
关键词：
2-Amino N-substituted benzamide; Annulation; Cyanuric Chloride; Metal-free reaction; ONE-POT SYNTHESIS; THYMIDYLATE SYNTHASE; REGIOSELECTIVE SYNTHESIS; INHIBITORS; 2-AMINOQUINAZOLIN-4(3H)-ONE; ORGANOCATALYST; DISCOVERY; ROUTE; ACIDS; MILD;
D O I：
10.1002/slct.202004540
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and efficient method for preparation of 2-amino- 3-substituted quinazolin-4(3H)-ones by reaction of cyanuric chloride with 2-amino N-substituted benzamides in acetonitrile-water (2 : 1) using sodium bicarbonate as a mild base is described. Using this metal-free method, a variety of 2-amino-3-substituted quinazolin-4(3H)-ones were obtained in good to excellent yields. Here, both organic and inorganic bases were found to promote this reaction and the best results were observed with sodium bicarbonate. This study is the first observation of cyanuric chloride to act as a source for creation of amine functionality in 2-amino-3-substituted quinazolin-4(3H)-ones.
引用
收藏
页码：896 / 901
页数：6
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