5-(2-Thienylsulfanyl)thiophene-2-carbaldehyde: Thioacetalization, chloromethylation, and oxidation

被引：3
|
作者：
Papernaya, L. K. [1 ]
Levanova, E. P. [1 ]
Klyba, L. V. [1 ]
Albanov, A. I. [1 ]
机构：
[1] Russian Acad Sci, Favorskii Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 45卷 / 07期
关键词：
DERIVATIVES;
D O I：
10.1134/S1070428009070094
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-(2-Thienylsulfanyl)thiophene-2-carbaldehyde reacted with propane-1-thiol and propane-1,3-dithiol in the presence of chloro(trimethyl)silane to give previously unknown 5-[bis(propylsulfanyl)methyl]-2-(2-thienylsulfanyl)thiophene and 2-[5-(2-thienylsulfanyl)thiophen-2-yl]-1,3-dithiane. Chloromethylation of 5-(2-thienylsulfanyl)thiophene-2-carbaldehyde with formaldehyde in a stream of hydrogen chloride in the presence of zinc chloride resulted in the formation of an oligomeric product consisting of thiophene rings connected alternately by sulfur and methylene bridges. The oligomer is formed via fast polycondensation of the primary chloromethylation product with the initial aldehyde. 5-(2-Thienylsulfanyl)thiophene-2-carbaldehyde was oxidized at the sulfide and aldehyde groups with 30% hydrogen peroxide in glacial acetic to produce 5-(2-thienylsulfonyl)thiophene-2-carboxylic acid.
引用
收藏
页码：1036 / 1039
页数：4
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