2,5-dicarbethoxy-3,4-di(pyrrol-1'-yl)thieno(2,3-b)thiophene | 330855-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 2,5-dicarbethoxy-3,4-di(pyrrol-1'-yl)thieno(2,3-b)thiophene
• 英文别名: Diethyl 3,4-di(pyrrol-1-yl)thieno[2,3-b]thiophene-2,5-dicarboxylate
• CAS: 330855-83-9
• 化学式: C₂₀H₁₈N₂O₄S₂
• 分子量: 414.506
• InChiKey: JTJWFSWBWRZNEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-dicarbethoxy-3,4-di(pyrrol-1'-yl)thieno(2,3-b)thiophene 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以69%的产率得到3,4-di(pyrrol-1'-yl)thieno(2,3-b)thiophene-2,5-dicarbohydrazide
  参考文献：
  名称：

  SYNTHESIS OF POLYFUSED THIEN0(2,3-b)THIOPHENES PART 2: SYNTHESIS OF THIENOPYRIMIDINE, THIENOTHIAZINE, THIENOPYRROLOPIPRAZINE, AND THIENOTHIAZAPHOSPHOLINE DERIVATIVES

  摘要：

  3,4-Diamino-2,5-dicarbethoxythieno(2,3-(b) under bar )thiophene (1) was reacted with triethylorthoformate to afford compound 2. The reaction of compounds 2 or 3 with S.S-acetals and N,S-acetals, afforded compounds 4-6. Treatment of compound 1 with 2,5 -dimethoxytetrahydrofuran gave the corresponding bipyrrolyl derivative 7, which was reacted with hydrazine hydrate to get the corresponding hydrazide derivative 8. Treating compound 8 with sodium nitrite afforded the corresponding carboazide derivative 9, which in rum cyclized to compound 10. Compound 12 was obtained via the reaction of compound 1 with PhNCS or through treating compound 11 with CS2 PhNH2, and KOH. Also, compound 13 was prepared through treatment of compound 12 wi;h Lawesson's reagent or via the reaction of compound 11 with CS2 followed by treating the resulting compound 14 with PhNH2. The reaction of compounds 1 or 3 with Lawesson's reagent gave compound 15. Benzoylation of compound 1 afforded compound 16, which treated with NH3 gave compound 17. Treatment of compounds 16 or 17 with LR furnished compounds 18 or 19, respectively. The reaction of compound 16 or 17 with P2S5 yielded compounds 19 and 20 or 18 and 19, respectively.

  DOI：

  10.1080/10426500008076530
• 作为产物：
  描述：

  2,5-二甲氧基四氢呋喃 、 3,4-二氨基噻吩并[2,3-b]噻吩-2,5-二羧酸二乙酯 在 溶剂黄146 作用下， 反应 1.0h， 以60%的产率得到2,5-dicarbethoxy-3,4-di(pyrrol-1'-yl)thieno(2,3-b)thiophene
  参考文献：
  名称：

  SYNTHESIS OF POLYFUSED THIEN0(2,3-b)THIOPHENES PART 2: SYNTHESIS OF THIENOPYRIMIDINE, THIENOTHIAZINE, THIENOPYRROLOPIPRAZINE, AND THIENOTHIAZAPHOSPHOLINE DERIVATIVES

  摘要：

  3,4-Diamino-2,5-dicarbethoxythieno(2,3-(b) under bar )thiophene (1) was reacted with triethylorthoformate to afford compound 2. The reaction of compounds 2 or 3 with S.S-acetals and N,S-acetals, afforded compounds 4-6. Treatment of compound 1 with 2,5 -dimethoxytetrahydrofuran gave the corresponding bipyrrolyl derivative 7, which was reacted with hydrazine hydrate to get the corresponding hydrazide derivative 8. Treating compound 8 with sodium nitrite afforded the corresponding carboazide derivative 9, which in rum cyclized to compound 10. Compound 12 was obtained via the reaction of compound 1 with PhNCS or through treating compound 11 with CS2 PhNH2, and KOH. Also, compound 13 was prepared through treatment of compound 12 wi;h Lawesson's reagent or via the reaction of compound 11 with CS2 followed by treating the resulting compound 14 with PhNH2. The reaction of compounds 1 or 3 with Lawesson's reagent gave compound 15. Benzoylation of compound 1 afforded compound 16, which treated with NH3 gave compound 17. Treatment of compounds 16 or 17 with LR furnished compounds 18 or 19, respectively. The reaction of compound 16 or 17 with P2S5 yielded compounds 19 and 20 or 18 and 19, respectively.

  DOI：

  10.1080/10426500008076530

文献信息

• SYNTHESIS OF POLYFUSED THIEN0(2,3-<u>b</u>)THIOPHENES PART 2: SYNTHESIS OF THIENOPYRIMIDINE, THIENOTHIAZINE, THIENOPYRROLOPIPRAZINE, AND THIENOTHIAZAPHOSPHOLINE DERIVATIVES
  作者：H. Abdel-ghany、A. Khodairy

  DOI：10.1080/10426500008076530

  日期：2000.1.1

  3,4-Diamino-2,5-dicarbethoxythieno(2,3-(b) under bar )thiophene (1) was reacted with triethylorthoformate to afford compound 2. The reaction of compounds 2 or 3 with S.S-acetals and N,S-acetals, afforded compounds 4-6. Treatment of compound 1 with 2,5 -dimethoxytetrahydrofuran gave the corresponding bipyrrolyl derivative 7, which was reacted with hydrazine hydrate to get the corresponding hydrazide derivative 8. Treating compound 8 with sodium nitrite afforded the corresponding carboazide derivative 9, which in rum cyclized to compound 10. Compound 12 was obtained via the reaction of compound 1 with PhNCS or through treating compound 11 with CS2 PhNH2, and KOH. Also, compound 13 was prepared through treatment of compound 12 wi;h Lawesson's reagent or via the reaction of compound 11 with CS2 followed by treating the resulting compound 14 with PhNH2. The reaction of compounds 1 or 3 with Lawesson's reagent gave compound 15. Benzoylation of compound 1 afforded compound 16, which treated with NH3 gave compound 17. Treatment of compounds 16 or 17 with LR furnished compounds 18 or 19, respectively. The reaction of compound 16 or 17 with P2S5 yielded compounds 19 and 20 or 18 and 19, respectively.