bis[4-oxo-3-phenyl-1(H)-2-thioxothieno(3,2-d)pyrimidine] | 330855-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: bis[4-oxo-3-phenyl-1(H)-2-thioxothieno(3,2-d)pyrimidine]
• 英文别名: 5,13-Diphenyl-4,14-bis(sulfanylidene)-8,10-dithia-3,5,13,15-tetrazatetracyclo[7.7.0.02,7.011,16]hexadeca-1(9),2(7),11(16)-triene-6,12-dione
• CAS: 330855-84-0
• 化学式: C₂₂H₁₂N₄O₂S₄
• 分子量: 492.627
• InChiKey: DNPSUISCUCBUIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  185
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis[4-oxo-3-phenyl-1(H)-2-thioxothieno(3,2-d)pyrimidine] 在 吡啶 、 氢氧化钾 、 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 8,16-diphenyl-4,20-bis(sulfanylidene)-11,13-dithia-3,5,6,8,16,18,19,21-octazahexacyclo[10.10.0.02,10.03,7.014,22.017,21]docosa-1(12),2(10),6,14(22),17-pentaene-9,15-dione
  参考文献：
  名称：

  多稠合噻吩并 (2,3-b) 噻吩的合成第 3 部分：噻吩并嘧啶并四唑、噻吩并嘧啶并三氮杂、噻吩并嘧啶并三嗪、噻吩并嘧啶并三唑和吡唑并噻吩并嘧啶衍生物的合成

  摘要：

  2,9-二肼基双嘧啶(2,3-b)噻吩并噻吩 (2) 与亚硝酸、乙氧基亚甲基丙二腈、溴丙二腈、甲酸三乙酯、CS 2 或靛红反应，分别得到相应的四唑、三氮杂、三嗪和三唑衍生物 3-8 . 用环己叉腈、乙酰丙酮、乙酰乙酸乙酯、2-羟基苯乙酮或S,S-缩醛处理化合物2分别得到相应的吡唑衍生物9-15。

  DOI：

  10.1080/10426500307790
• 作为产物：
  描述：

  3,4-二氨基噻吩并[2,3-b]噻吩-2,5-二羧酸二乙酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 bis[4-oxo-3-phenyl-1(H)-2-thioxothieno(3,2-d)pyrimidine]
  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 Thieno(2,3- b )thiophenes Part 3: Synthesis of Thienopyrimidinotetrazole, Thienopyrimidinotriazepine, Thienopyrimidinotriazine, Thienopyrimidinotriazole and Pyrazolylthienopyrimidine Derivatives
  作者：A. Khodairy

  DOI：10.1080/10426500307790

  日期：2003.4

  2,9-Dihydrazinobipyrimidino(2,3- b )thienothiophene ( 2 ) was reacted with nitrous acid, ethoxymethylenemalononitrile, bromomalononitrile, triethyl formate, CS 2 or isatine to afford the corresponding tetrazole, triazepine, triazine, and triazole derivatives 3-8 respectively. Treatment of compound 2 with cyclohexylidenenitriles, acetylacetone, ethyl acetoacetate, 2-hydroxyacetophenone, or S,S-acetals

  2,9-二肼基双嘧啶(2,3-b)噻吩并噻吩 (2) 与亚硝酸、乙氧基亚甲基丙二腈、溴丙二腈、甲酸三乙酯、CS 2 或靛红反应，分别得到相应的四唑、三氮杂、三嗪和三唑衍生物 3-8 . 用环己叉腈、乙酰丙酮、乙酰乙酸乙酯、2-羟基苯乙酮或S,S-缩醛处理化合物2分别得到相应的吡唑衍生物9-15。
• 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.