2-Cyano-3-(3-methylthiophen-2-yl)prop-2-enethioamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-Cyano-3-(3-methylthiophen-2-yl)prop-2-enethioamide
• 化学式: C₉H₈N₂S₂
• 分子量: 208.308
• InChiKey: PUDLVUQLXVKPKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Cyano-3-(3-methylthiophen-2-yl)prop-2-enethioamide 以 乙醇 为溶剂， 生成 C₁₁H₁₀N₂OS₂*C₅H₁₁NO
  参考文献：
  名称：

  Design and Synthesis of Pyrido[2,1-b][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction

  摘要：

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.

  DOI：

  10.1021/co5000807
• 作为产物：
  描述：

  3-甲基噻吩醛 、 2-氰基硫代乙酰胺 以 乙醇 为溶剂， 反应 0.5h， 生成 2-Cyano-3-(3-methylthiophen-2-yl)prop-2-enethioamide
  参考文献：
  名称：

  官能化腈和6-烷基硫烷基-1,4-二氢烟酸酯的新多组分合成

  摘要：

  摘要丙二腈，硫化氢，芳基或杂芳基醛，1,3-二羰基化合物和烷基化试剂的多组分缩合可提供官能化的腈和6-烷基硫烷基-1,4-二氢烟酸的酯，它们的芳香族类似物和1,4-二氢噻吩并[ 2,3- b ]吡啶。

  DOI：

  10.1134/s1070363220030068

文献信息

• Multicomponent synthesis and molecular structure of 3-amino-2-aroyl(alkoxycarbonyl, arylcarbamoyl)-4-aryl(hetaryl)-5-arylcarbamoyl-6-methylthieno[2,3-b]pyridines
  作者：Ivan V. Dyachenko、Vladimir D. Dyachenko、Pavel V. Dorovatovskii、Victor N. Khrustalev、Valentine G. Nenajdenko

  DOI：10.1007/s10593-019-02477-7

  日期：2019.5

  A new, effective method has been developed for the synthesis of functionalized thieno[2,3-b]pyridines by multicomponent condensation reactions of aromatic and heteroaromatic aldehydes, cyanothioacetamide, acetoacetanilides, and alkylating agents containing activated methylene groups. The structures of 3-amino-2-benzoyl-4-(furan-2-yl)-6-methyl-N-phenylthieno[2,3-b]pyridine-5-carboxamide, 3-amino-N2

  通过芳族和杂芳族醛，氰基硫代乙酰胺，乙酰乙酰苯胺和含有活化亚甲基的烷基化剂的多组分缩合反应，已开发出一种新的有效方法来合成官能化的噻吩并[2,3- b ]吡啶。3-氨基-2-苯甲酰基-4-（呋喃-2-基）-6-甲基-N-苯基噻吩并[2,3 - b ]吡啶-5-甲酰胺的结构，3-氨基-N 2-（4 -溴苯基）-N 5-（4-氯苯基）-6-甲基-4-（3-甲基噻吩-2-基）噻吩并[2,3 - b ]吡啶-2,5-二甲酰胺和3-氨基-4 -（2-氯苯基）-N-（4-氯苯基）-6-甲基-2-（4-甲基苯甲酰基）噻吩并[2,3- bX射线结构分析研究了]吡啶-5-甲酰胺。
• Design and Synthesis of Pyrido[2,1-<i>b</i>][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction
  作者：Victor V. Dotsenko、Konstantin A. Frolov、Tatyana M. Pekhtereva、Olena S. Papaianina、Sergey Yu. Suykov、Sergey G. Krivokolysko

  DOI：10.1021/co5000807

  日期：2014.10.13

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.
• New Multicomponent Synthesis of Functionalized Nitriles and Esters of 6-Alkylsulfanyl-1,4-dihydronicotinic Acids
  作者：I. N. Kalashnik、V. D. Dyachenko

  DOI：10.1134/s1070363220030068

  日期：2020.3

  AbstractThe multicomponent condensation of malononitrile, hydrogen sulfide, aryl or hetaryl aldehydes, 1,3-dicarbonyl compounds and alkylating reagents afforded functionalized nitriles and esters of 6-alkylsulfanyl-1,4-dihydronicotinic acids, their aromatic analogues and 1,4-dihydrothieno[2,3-b]pyridines.

  摘要丙二腈，硫化氢，芳基或杂芳基醛，1,3-二羰基化合物和烷基化试剂的多组分缩合可提供官能化的腈和6-烷基硫烷基-1,4-二氢烟酸的酯，它们的芳香族类似物和1,4-二氢噻吩并[ 2,3- b ]吡啶。