5-ethoxy-1H-tetrazole | 18218-69-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-ethoxy-1H-tetrazole
• 英文别名: 5-ethoxytetrazole；5-ethoxy-1H-tetrazole；5-Aethoxy-1H-tetrazol；5-ethoxy-2H-tetrazole
• CAS: 18218-69-4
• 化学式: C₃H₆N₄O
• 分子量: 114.107
• InChiKey: FNFKZSACBVTTAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-ethoxy-1H-tetrazole 、 氯甲酸甲酯 在 三乙胺 作用下， 以 乙醚 为溶剂， 以74%的产率得到2-methoxycarbonyl-5-ethoxytetrazole
  参考文献：
  名称：

  Equilibria of the 5-Substituted-1,2-acylated Tetrazoles and Imidoyl Azides

  摘要：

  Equilibrium of acylated-5-alkyloxy (aryloxy) tetrazoles and acylated-imidoyl azides was measured by (1)H NMR and/or IR spectroscopy. In nonpolar solvents the relatively weakly electron-withdrawing acyl group (CO(2)CH(3)) favored acylation at the a-position of the 5-substituted tetrazoles. Moderately electron-withdrawing groups (CO(2)CH(2)CCl(3), CO(2)CCl(3)) move the equilibrium to the side of 1-acyl-5-substituted tetrazole. Strong electron-withdrawing groups (CN, SO(2)CH(3), SO(2)CF(3)) favored the formation of the azide. The rate of isomerization of tetrazoles and the azide increases at higher concentrations and polarity of the solvent. In solid phase or in the nonpolar solvent (diethyl ether), only one of the three isomers is present, its structure depending on the nature of the substituents at the 1 or 2 positions of tetrazoles.

  DOI：

  10.1021/jo000267g
• 作为产物：
  描述：

  5-氨基四氮唑 、 乙醇 在 硫酸 作用下， 反应 6.0h， 以92%的产率得到5-ethoxy-1H-tetrazole
  参考文献：
  名称：

  5-알콕시-1H-테트라졸 및 이의 유도체의 제조 방법

  摘要：

  本发明涉及在酸性条件下使5-氨基四唑和醇反应的步骤；所述醇包括以下化学式1和化学式2所示的化合物之一，涉及制备5-烷氧基-1H-四唑及其衍生物的方法。【化学式1】【化学式2】（其中，R和R'如权利要求1所定义。）

  公开号：

  KR101855201B1

文献信息

• Rao, O. Subba; Lwowski, Walter, Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 187 - 188
  作者：Rao, O. Subba、Lwowski, Walter

  DOI：——

  日期：——
• LWOWSKI W.; RAO O. S., TETRAHEDRON LETT., 1980, 21, NO 8, 727-730
  作者：LWOWSKI W.、 RAO O. S.

  DOI：——

  日期：——
• RAO O. S.; LWOWSKI W., J. HETEROCYCL. CHEM., 1980, 17, NO 1, 187-188
  作者：RAO O. S.、 LWOWSKI W.

  DOI：——

  日期：——
• Equilibria of the 5-Substituted-1,2-acylated Tetrazoles and Imidoyl Azides
  作者：Hossein A. Dabbagh、Walter Lwowski

  DOI：10.1021/jo000267g

  日期：2000.11.1

  Equilibrium of acylated-5-alkyloxy (aryloxy) tetrazoles and acylated-imidoyl azides was measured by (1)H NMR and/or IR spectroscopy. In nonpolar solvents the relatively weakly electron-withdrawing acyl group (CO(2)CH(3)) favored acylation at the a-position of the 5-substituted tetrazoles. Moderately electron-withdrawing groups (CO(2)CH(2)CCl(3), CO(2)CCl(3)) move the equilibrium to the side of 1-acyl-5-substituted tetrazole. Strong electron-withdrawing groups (CN, SO(2)CH(3), SO(2)CF(3)) favored the formation of the azide. The rate of isomerization of tetrazoles and the azide increases at higher concentrations and polarity of the solvent. In solid phase or in the nonpolar solvent (diethyl ether), only one of the three isomers is present, its structure depending on the nature of the substituents at the 1 or 2 positions of tetrazoles.
• 5-알콕시-1H-테트라졸 및 이의 유도체의 제조 방법
  申请人：AGENCY FOR DEFENSE DEVELOPMENT 국방과학연구소(319980058262) BRN ▼314-83-03869

  公开号：KR101855201B1

  公开（公告）日：2018-05-09

  본 발명은, 산성 조건에서 5-아미노테트라졸 및 알콜을 반응시키는 단계; 를 포함하고, 상기 알콜은, 하기의 화학식 1 및 화학식 2로 표시되는 화합물 중 1종 이상을 포함하는 것인, 5-알콕시-1H-테트라졸 및 이의 유도체의 제조 방법에 관한 것이다. [화학식 1] [화학식 2] (여기서, R 및 R'는, 청구항 제1항에 정의된 바와 같다.)

  本发明涉及在酸性条件下使5-氨基四唑和醇反应的步骤；所述醇包括以下化学式1和化学式2所示的化合物之一，涉及制备5-烷氧基-1H-四唑及其衍生物的方法。【化学式1】【化学式2】（其中，R和R'如权利要求1所定义。）