4-amino-3-(4-chloro-phenyl)-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester | 57037-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-amino-3-(4-chloro-phenyl)-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-amino-3-(4-chlorophenyl)-2-thioxo-2,3-dihydro-1,3-thiazole-5-carboxylate；ethyl 4-amino-3-(4-chlorophenyl)-2-sulfanylidene-1,3-thiazole-5-carboxylate
• CAS: 57037-03-3
• 化学式: C₁₂H₁₁ClN₂O₂S₂
• mdl: MFCD02089334
• 分子量: 314.817
• InChiKey: LPDAHHYEWASLGO-UHFFFAOYSA-N

物化性质

• 沸点：
  460.7±55.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-3-(4-chloro-phenyl)-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester 、 对甲苯异硫氰酸酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以65%的产率得到3-(4-Chlorophenyl)-6-(p-tolyl)-5-sulfanyl-2-thioxo-thiazolo[4,5-d]pyrimidin-7-one
  参考文献：
  名称：

  Potential anti-microbials. I. Synthesis and structure-activity studies of some new thiazolo[4,5-d]pyrimidine derivatives

  摘要：

  The synthesis of several 2,3-dihydro-3,6-diaryl-5-mercapto-2-thioxothiazolo[4,5-d]pyrimidin-7(6H)-ones and related compounds are discussed. Some members of the series displayed broad in vitro anti-bacterial and anti-fungal activities. Three compounds were screened for anti-HIV potency but were inactive.

  DOI：

  10.1016/0223-5234(93)90001-u
• 作为产物：
  描述：

  4-氯异硫氰酸苯酯 、 氰乙酸乙酯 在 sulfur 作用下， 以70%的产率得到4-amino-3-(4-chloro-phenyl)-2-thioxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Potential anti-microbials. I. Synthesis and structure-activity studies of some new thiazolo[4,5-d]pyrimidine derivatives

  摘要：

  The synthesis of several 2,3-dihydro-3,6-diaryl-5-mercapto-2-thioxothiazolo[4,5-d]pyrimidin-7(6H)-ones and related compounds are discussed. Some members of the series displayed broad in vitro anti-bacterial and anti-fungal activities. Three compounds were screened for anti-HIV potency but were inactive.

  DOI：

  10.1016/0223-5234(93)90001-u

文献信息

• 2-Haloalkylidenepropanedinitriles in the Synthesis of Fused Pyrimidines
  作者：Chaitanya G. Dave、Rina D. Shah

  DOI：10.3987/com-97-8011

  日期：——
• Devani,M.B. et al., Indian Journal of Chemistry, 1975, vol. 13, p. 532 - 533
  作者：Devani,M.B. et al.

  DOI：——

  日期：——