1-(3-chloro-2-hydroxypropyl)-1H-1,2,3-triazole-4,5-dicarboxylic acid | 124940-31-4

• 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: 1-(3-chloro-2-hydroxypropyl)-1H-1,2,3-triazole-4,5-dicarboxylic acid
• 英文别名: 1-(3-chloro-2-hydroxypropyl)triazole-4,5-dicarboxylic acid
• CAS: 124940-31-4
• 化学式: C₇H₈ClN₃O₅
• 分子量: 249.611
• InChiKey: QUCYFTPETCRZGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-叠氮基-3-氯-2-丙醇 、 丁炔二酸 以 乙醇 为溶剂， 反应 14.0h， 以36%的产率得到1-(3-chloro-2-hydroxypropyl)-1H-1,2,3-triazole-4,5-dicarboxylic acid
  参考文献：
  名称：

  Epichlorohydrin as a Precursor of Functionally Substituted 1,2,3-Triazoles and Tetrazoles

  摘要：

  Different procedures for azidation of epichlorohydrin and 2-(oxiran-2-ylmethyl)-5-phenyltetrazole in aqueous medium are considered. The synthetic potential of 1-azido-3-chloropropan-2-ol is demonstrated by its reactions with NH-unsubstituted azoles and 1.3-dipolar cycloaddition to ethynyl dipolarophiles.

  DOI：

  10.1134/s1070428019020106

文献信息

• Synthesis of N-(oxyran-2-ylmethyl)triazoles and -tetrazoles
  作者：T. V. Golobokova、A. G. Proidakov、L. I. Vereshchagin、V. N. Kizhnyaev

  DOI：10.1134/s1070428015090171

  日期：2015.9

  The alkylation of 5-phenyl-1H-tetrazole and 4-nitro-2H-1,2,3-triazole with 1-chloro-2,3-epoxypropane and cycloaddition of 1-azido-3-chloropropan-2-ol to acetylenic dipolarophiles gave the corresponding N-(3-chloro-2-hydroxypropyl)azoles as intermediate products in the synthesis of N-(oxiran-2-ylmethyl)azoles.
• Maksikova, A. V.; Serebryakova, E. S.; Shcherbakov, V. V., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 7.2, p. 1371 - 1375
  作者：Maksikova, A. V.、Serebryakova, E. S.、Shcherbakov, V. V.、Gareev, G. A.、Vereshchagin, L. I.

  DOI：——

  日期：——
• MAKSIKOVA, A. V.;SEREBRYAKOVA, E. S.;SHCHERBAKOV, V. V.;GAREEV, G. A.;VER+, ZH. ORGAN. XIMII, 25,(1989) N, S. 1519-1523
  作者：MAKSIKOVA, A. V.、SEREBRYAKOVA, E. S.、SHCHERBAKOV, V. V.、GAREEV, G. A.、VER+

  DOI：——

  日期：——
• Epichlorohydrin as a Precursor of Functionally Substituted 1,2,3-Triazoles and Tetrazoles
  作者：T. V. Golobokova、A. G. Proidakov、L. I. Vereshchagin、V. N. Kizhnyaev

  DOI：10.1134/s1070428019020106

  日期：2019.2

  Different procedures for azidation of epichlorohydrin and 2-(oxiran-2-ylmethyl)-5-phenyltetrazole in aqueous medium are considered. The synthetic potential of 1-azido-3-chloropropan-2-ol is demonstrated by its reactions with NH-unsubstituted azoles and 1.3-dipolar cycloaddition to ethynyl dipolarophiles.