6-Amino-5-cyan-4-ethyl-3-methyl-thiopyran-2-thion | 5275-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 6-Amino-5-cyan-4-ethyl-3-methyl-thiopyran-2-thion
• 英文别名: 3-Methyl-4-ethyl-5-cyan-6-amino-2H-thiopyran-2-thion；2-amino-4-ethyl-5-methyl-6-thioxo-6H-thiopyran-3-carbonitrile；2-amino-4-ethyl-5-methyl-6-sulfanylidenethiopyran-3-carbonitrile
• CAS: 5275-10-5
• 化学式: C₉H₁₀N₂S₂
• 分子量: 210.324
• InChiKey: BVQUVEXFVPZGRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Amino-5-cyan-4-ethyl-3-methyl-thiopyran-2-thion 在 硫化氢 、 三乙胺 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 206.0h， 生成 4-Ethyl-5-methyl-2-methylthio-6-phenylhydrazono-6H-thiopyran-3-carbonitril
  参考文献：
  名称：

  Darstellung und Reaktionen von 2-Mercapto-6-thioxo-thiopyran-3-carbons�ure-Derivaten

  摘要：

  6-Amino-thiopyran-2-thiones (1) react with dihydrogen sulfide in the presence of pyridine and triethyl amine to yield 6-thioxo-thiopyran-2-thiolates (2). Methylation of 2 gives the methylthio compounds 3 and 4. Further methylation of 3a and 4a yields the thiapyrylium salt (7). The reaction of 2-imino-thiopyran (6) with carbon disulfide represents another route to the 6-methylthio-thiopyran-2-thione (4a). The 2-methylthio-thiopyran-6-thione (3a) undergoes substitution of the methylthio group with amines to 8 or reacts with phenylhydrazine to phenylhydrazono-thiopyrane (9c). 6-Thioxo-thiophen-2-thiolates (2a,b) react with hydrazine hydrate to give hydrazono-thiopyranes (10a,b) which can be S-methylated. On the contrary 2c gives with hydrazine hydrate under ring transformation the pyridine-2-thiolate (11). N,S-Acetals (12) and 1,3,4-thiadiazoles (15), which give rise to new pyridine derivatives (14) and (17), can be obtained from 1-Amino-pyridin-2-thiolate (11).

  DOI：

  10.1002/prac.19963380198