NOVEL SYNTHESIS OF 5-(ARYLIMINO)-4-(DIALKYLAMINO)-5H-1,2,3-DITHIAZOLES AND THE MECHANISM OF THEIR FORMATION

被引：28
|
作者：
LEE, H [1 ]
KIM, K [1 ]
WHANG, D [1 ]
KIM, K [1 ]
机构：
[1] POHANG INST SCI & TECHNOL,CTR BIOFUNCT MOLEC,DEPT CHEM,POHANG 790600,SOUTH KOREA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 21期
关键词：
D O I：
10.1021/jo00100a018
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reactions of 5-(arylimino)-4-chloro-5H-1,2,3-dithiazo 1 with excess (6 equiv) bulky dialkylamines such as diethyl-, di-n-propyl-, and di-n-butylamines in CH2Cl2 at room temperature gave 5-(arylimino)-4-(dialkylamino)-5H-1,2,3-dithiazoles 5 in 18-76% yields. Compounds 5 are formed via (arylimino)cyanomethyl alkylamino disulfides 3. Nucleophilic addition of the amines to the carbon atom of the cyano group of 3 and subsequent cyclization afford 5.
引用
收藏
页码：6179 / 6183
页数：5
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