benzyl [(1Z)-{[(2,4-dichlorophenyl)acetyl]amino}(methylthio)methylene]carbamate | 1142400-41-6

• 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: benzyl [(1Z)-{[(2,4-dichlorophenyl)acetyl]amino}(methylthio)methylene]carbamate
• 英文别名: benzyl N-[[[2-(2,4-dichlorophenyl)acetyl]amino]-methylsulfanylmethylidene]carbamate
• CAS: 1142400-41-6
• 化学式: C₁₈H₁₆Cl₂N₂O₃S
• 分子量: 411.309
• InChiKey: KYJIVEAOONNBNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl [(1Z)-{[(2,4-dichlorophenyl)acetyl]amino}(methylthio)methylene]carbamate 、 1-乙基肼盐酸盐 在 三乙胺 作用下， 反应 0.5h， 以38%的产率得到5-[(2,4-Dichlorophenyl)methyl]-1-ethyl-1,2,4-triazol-3-amine
  参考文献：
  名称：

  Rapid, microwave-assisted synthesis of N1-substituted 3-amino-1,2,4-triazoles

  摘要：

  A robust, regioselective synthesis of 3-amino-1,2,4-triazoles is described. This reaction employs a key intermediate 2, which is coupled to carboxylic acids in good yields to afford intermediates 3a-d. These entities, in turn, react with a variety of hydrazines or hydrazine hydrochlorides to provide proposed intermediates 4a-j, which under microwave conditions cyclize to the desired 3-amino-1,2,4-triazoles (compounds 5a-j). This approach permits the rapid synthesis of regioselective NI-substituted 3-amino-1,2,4-triazoles, and is shown to afford a variety of such compounds in 34-70% isolated yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.042
• 作为产物：
  描述：

  2,4-二氯苯乙酸 、 (Z)-benzyl amino(methylthio)methylenecarbamate 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以40%的产率得到benzyl [(1Z)-{[(2,4-dichlorophenyl)acetyl]amino}(methylthio)methylene]carbamate
  参考文献：
  名称：

  Rapid, microwave-assisted synthesis of N1-substituted 3-amino-1,2,4-triazoles

  摘要：

  A robust, regioselective synthesis of 3-amino-1,2,4-triazoles is described. This reaction employs a key intermediate 2, which is coupled to carboxylic acids in good yields to afford intermediates 3a-d. These entities, in turn, react with a variety of hydrazines or hydrazine hydrochlorides to provide proposed intermediates 4a-j, which under microwave conditions cyclize to the desired 3-amino-1,2,4-triazoles (compounds 5a-j). This approach permits the rapid synthesis of regioselective NI-substituted 3-amino-1,2,4-triazoles, and is shown to afford a variety of such compounds in 34-70% isolated yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.042

文献信息

• Rapid, microwave-assisted synthesis of N1-substituted 3-amino-1,2,4-triazoles
  作者：Jerry Meng、Pei-Pei Kung

  DOI：10.1016/j.tetlet.2008.12.042

  日期：2009.4

  A robust, regioselective synthesis of 3-amino-1,2,4-triazoles is described. This reaction employs a key intermediate 2, which is coupled to carboxylic acids in good yields to afford intermediates 3a-d. These entities, in turn, react with a variety of hydrazines or hydrazine hydrochlorides to provide proposed intermediates 4a-j, which under microwave conditions cyclize to the desired 3-amino-1,2,4-triazoles (compounds 5a-j). This approach permits the rapid synthesis of regioselective NI-substituted 3-amino-1,2,4-triazoles, and is shown to afford a variety of such compounds in 34-70% isolated yields. (C) 2009 Elsevier Ltd. All rights reserved.