2-(Benzotriazol-1-yl)-2-(thiophene-2-carbonylamino)acetic acid | 368870-43-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(Benzotriazol-1-yl)-2-(thiophene-2-carbonylamino)acetic acid
• CAS: 368870-43-3
• 化学式: C₁₃H₁₀N₄O₃S
• 分子量: 302.313
• InChiKey: VIEJKUCCSTXGJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(Benzotriazol-1-yl)-2-(thiophene-2-carbonylamino)acetic acid 在 N-甲基吗啉 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 Thiophene-2-carboxylic acid [benzotriazol-1-yl-(2-benzoyl-phenylcarbamoyl)-methyl]-amide
  参考文献：
  名称：

  A Short and Efficient Synthesis of Novel N-(2,3-dihydro-2-oxo-5-phenyl-1 H-1,4-benzodiazepin-3-yl)-2-carboxamides

  摘要：

  Several novel N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-2-carboxamides were prepared by acyl coupling of 2-aminobenzophenones with alpha-(benzotriazol-1-yl)-N-acylglycines followed by displacement of the benzotriazole ring with ammonia and cyclization of the resulting monoacyl aminals. In addition to high yields and shorter reaction sequences due to avoiding deprotection and acylation of the protected 3-amino-1,4-benzodiazepin-2-one intermediates, the present approach did not involve the use of toxic and odoriferous materials as is the case with other methods.

  DOI：

  10.1007/s007060170090
• 作为产物：
  描述：

  2-噻吩甲酰胺 、 T406石油添加剂 、 乙醛酸 以 甲苯 为溶剂， 反应 3.0h， 以88%的产率得到2-(Benzotriazol-1-yl)-2-(thiophene-2-carbonylamino)acetic acid
  参考文献：
  名称：

  A Short and Efficient Synthesis of Novel N-(2,3-dihydro-2-oxo-5-phenyl-1 H-1,4-benzodiazepin-3-yl)-2-carboxamides

  摘要：

  Several novel N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-2-carboxamides were prepared by acyl coupling of 2-aminobenzophenones with alpha-(benzotriazol-1-yl)-N-acylglycines followed by displacement of the benzotriazole ring with ammonia and cyclization of the resulting monoacyl aminals. In addition to high yields and shorter reaction sequences due to avoiding deprotection and acylation of the protected 3-amino-1,4-benzodiazepin-2-one intermediates, the present approach did not involve the use of toxic and odoriferous materials as is the case with other methods.

  DOI：

  10.1007/s007060170090

文献信息

• Khalaj; Pirali; Dowlatabadi, Journal of Chemical Research - Part S, 2001, # 10, p. 412 - 413
  作者：Khalaj、Pirali、Dowlatabadi

  DOI：——

  日期：——
• A Short and Efficient Synthesis of Novel N-(2,3-dihydro-2-oxo-5-phenyl-1 H-1,4-benzodiazepin-3-yl)-2-carboxamides
  作者：Ali Khalaj、Morteza Pirali、Hogatollah Matloubi、Reza Dowlatabadi

  DOI：10.1007/s007060170090

  日期：2001.6

  Several novel N-(2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-2-carboxamides were prepared by acyl coupling of 2-aminobenzophenones with alpha-(benzotriazol-1-yl)-N-acylglycines followed by displacement of the benzotriazole ring with ammonia and cyclization of the resulting monoacyl aminals. In addition to high yields and shorter reaction sequences due to avoiding deprotection and acylation of the protected 3-amino-1,4-benzodiazepin-2-one intermediates, the present approach did not involve the use of toxic and odoriferous materials as is the case with other methods.