2-cyano-2-(phenylhydrazono)ethanethioamide | 877221-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-cyano-2-(phenylhydrazono)ethanethioamide
• 英文别名: 2-Cyano-2-(phenyl-hydrazono)-thioacetamide；(1E)-2-amino-N-anilino-2-sulfanylideneethanimidoyl cyanide
• CAS: 877221-99-3
• 化学式: C₉H₈N₄S
• 分子量: 204.255
• InChiKey: XUOXEDOPLLUZBF-MDWZMJQESA-N

物化性质

• 熔点：
  211-213 °C (decomp)
• 沸点：
  354.2±25.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)
• 溶解度：
  20.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyano-2-(phenylhydrazono)ethanethioamide 在 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 1-phenyl-3-[4-(2-thienyl)-1,3-thiazol-2-yl]-5-thioxo-4,6-dihydropyrazolo[4,5-d]pyrimidin-7-one
  参考文献：
  名称：

  2-[4-(2-Thienyl)-1,3-thiazol-2-yl]乙腈在Biological Interist的杂环合成中

  摘要：

  摘要 噻唑基乙腈用于合成香豆素、吡唑并[4,3]嘧啶、1,3,4-噻二唑啉、氨基噻吩和噻唑，收率良好。此外，吡唑并[4,5-d]三唑并[4,5-a]嘧啶、吡唑并[4,5-d]噻唑并[3,2-a]嘧啶和吡唑并[4,5-d]四唑并[1] ,5-a]嘧啶是由吡唑并[4,5-d]嘧啶合成的。新合成的结构通过元素分析、光谱数据和可能的替代合成路线来阐明。测试了一些合成化合物的抗微生物活性。

  DOI：

  10.1080/104265090885048
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 重氮胺基苯 在 盐酸 、 溶剂黄146 作用下， 反应 0.04h， 以68%的产率得到2-cyano-2-(phenylhydrazono)ethanethioamide
  参考文献：
  名称：

  A Microwave Assisted Diazo Coupling Reaction: The Synthesis of Alkylazines and Thienopyridazines

  摘要：

  Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c.

  DOI：

  10.1080/10426500500536457

文献信息

• 2-(4-Naphtho[1,2-<i>d</i>]furan-2-yl-1,3-thiazol-2-yl)-ethanenitrile in Heterocyclic Synthesis
  作者：Abdou O. Abdelhamid、Mohamed A. M. Alkhodshi

  DOI：10.1080/10426500590885066

  日期：2005.7.1

  Coumarin, thiazole, and 2,3-dihydro.1,3,4-thiadiazole derivatives were synthesized front 2(4-naphtho[1,2- d]furan-2-yl-1,3-thiazol-2-yl)ethanenitrile and different reagents. Structures of the new compounds were elucidated oil the basis of elemental analysis, spectral data, and alternative methods of synthesis whenever possible.
• Negm, A. M.; Abdelrazek, F. M.; Elnagdi, M. H., Egyptian Journal of Chemistry, 1994, vol. 37, # 5, p. 509 - 518
  作者：Negm, A. M.、Abdelrazek, F. M.、Elnagdi, M. H.、Shaaban, Lina H.

  DOI：——

  日期：——
• IBRAHIM, NADIA SOBHY;MOHAMED, MONA HASSAN;ELNAGDI, MOHAMED HILMY, CHEM. AND IND.,(1988) N 8, 270-271
  作者：IBRAHIM, NADIA SOBHY、MOHAMED, MONA HASSAN、ELNAGDI, MOHAMED HILMY

  DOI：——

  日期：——
• MANSOUR, SALWA A.;ELDEIB, WAFAA M.;ABDOU, SADEK E.;DABOUN, HAMED A., SULFUR LETT., 6,(1987) N 6, 181-190
  作者：MANSOUR, SALWA A.、ELDEIB, WAFAA M.、ABDOU, SADEK E.、DABOUN, HAMED A.

  DOI：——

  日期：——
• A Microwave Assisted Diazo Coupling Reaction: The Synthesis of Alkylazines and Thienopyridazines
  作者：Saleh Al-Mousawi、Abdel-Zaher Elassar、Morsy Ahmed El-Apasery

  DOI：10.1080/10426500500536457

  日期：2006.8.1

  Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c.