Application of the Tisler triazolopyrimidine cyclization to the synthesis of a crop protection agent and an intermediate

被引：14

作者：

Bell, Bruce M.

Fanwick, Phillip E.

Graupner, Paul R.

Roth, Gary A.

机构：

[1] Dow Chem Co USA, Proc Sci, Midland, MI 48674 USA

[2] Dow Chem Co USA, Analyt Sci, Midland, MI 48674 USA

[3] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

[4] Dow AgroSci LLC, Discovery Res, Indianapolis, IN 46268 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2006年 / 10卷 / 06期

关键词：

D O I：

10.1021/op0601518

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new synthetic route to the Dow AgroSciences early stage sulfonamide herbicide 3-(2-methoxy-4-trifluoromethyl)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)pyridinesulfonamide (pyroxsulam) has been developed. The synthesis is based on formation of the triazole ring as the final step, utilizing the Tisler triazolopyrimidine cyclization. A Tisler cyclization route to 2-amino-5,7-dimethoxy-1,2,4-trazolo[1,5-a]pyrimidine starting with 2-chloro-4,6-dimethoxypyrimidine has also been demonstrated.

引用

页码：1167 / 1171

页数：5

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