Scholarlink

Abstract <p><i>N</i>,<i>N</i>'-(Hexane-1,6-diyl)bis(1-<i>R</i>-3,3-dimethyl-3,4-dihydroisoquinoline-2(1<i>H</i>)-carboxamides) have been synthesized by reacting 1-R-3,3-dimethyl-1,2,3,4-tetrahydroisoquinolines (R = H, Me) with hexamethylene diisocyanate (HDI). The reaction of HDI with 1,3,3-trimethyl-3,4-dihydroisoquinoline gave (2<i>Z</i>, 2<i>Z</i>')-<i>N</i>,<i>N</i>'-(hexane-1,6-diyl)bis[2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2<i>H</i>)-ylidene)acetamide], and a similar product was obtained from the corresponding benzo[<i>f</i>]isoquinoline. Both bisamides have been previously prepared by an independent synthesis via the Ritter cyclization. The reaction of HDI with enamine amides of the 6,7-diethoxy-1-methylidene-3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline series involved carbamoylation at the β-carbon atom of the enamine fragment, leading to bis(malonamide) derivatives.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Reaction of Hydrogenated 3,3-Dimethylisoquinolines with Hexamethylene Diisocyanate

  • 期刊论文

  • 发表日期：

    2025年11月1日

查看全文
  • N. N. Pershina,
  • A. G. Мikhailovskii

摘要

Abstract

N,N'-(Hexane-1,6-diyl)bis(1-R-3,3-dimethyl-3,4-dihydroisoquinoline-2(1H)-carboxamides) have been synthesized by reacting 1-R-3,3-dimethyl-1,2,3,4-tetrahydroisoquinolines (R = H, Me) with hexamethylene diisocyanate (HDI). The reaction of HDI with 1,3,3-trimethyl-3,4-dihydroisoquinoline gave (2Z, 2Z')-N,N'-(hexane-1,6-diyl)bis[2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide], and a similar product was obtained from the corresponding benzo[f]isoquinoline. Both bisamides have been previously prepared by an independent synthesis via the Ritter cyclization. The reaction of HDI with enamine amides of the 6,7-diethoxy-1-methylidene-3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline series involved carbamoylation at the β-carbon atom of the enamine fragment, leading to bis(malonamide) derivatives.