2-propionamido-5-mercapto-1,3,4-thiadiazole | 62314-83-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-propionamido-5-mercapto-1,3,4-thiadiazole
• 英文别名: 5-propionylamino-3H-[1,3,4]thiadiazole-2-thione；N-(5-Sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)propanamide；N-(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)propanamide
• CAS: 62314-83-4
• 化学式: C₅H₇N₃OS₂
• 分子量: 189.262
• InChiKey: XELFBHWGNQVNQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloroacetylenephosphonic acid dimethyl ester 、 2-propionamido-5-mercapto-1,3,4-thiadiazole 以 乙腈 为溶剂， 反应 16.0h， 以94%的产率得到5-(dimethoxyphosphoryl)-2-propionylaminothiazolo[2,3-b][1,3,4]thiadiazol-4-ylium chloride
  参考文献：
  名称：

  Reactions of 5-substituted 1,3,4-thiadiazole-2-thiones with chloroacetylenephosphonates

  摘要：

  Reactions of 1-chloroacetylene-2-phosphonates with thiadiazole-2-thiones in anhydrous acetonitrile occur regio- and chemoselectively to form novel fused phosphorus-containing heterocycles, 2-substituted 5-(dialkoxyphosphoryl)thiazolo[2,3-b][1,3,4]thiadiazol-4-ylium chlorides. The formation of these fused cyclic compounds is associated only with the thione form of the starting thiadiazoles. Reactions of the salts of thiadiazole-2-thiols with 1-chloroacetylene-2-phosphonates result in the formation of compounds of linear structure. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.027
• 作为产物：
  描述：

  丙酰氯 、 2-氨基-5-巯基-1,3,4-噻二唑 以 吡啶 、 水 为溶剂， 生成 2-propionamido-5-mercapto-1,3,4-thiadiazole
  参考文献：
  名称：

  5-Acylamino-1,3,4-thiadiazole-2-sulfonamides and use as herbicides

  摘要：

  具有选择性除草剂用途的化合物具有一般结构式##STR1## 其中当R.sup.3为乙基、丙基、异丙基、环丙基、甲氧基或叔丁基时，R.sup.1和R.sup.2从氢、较低的烷基、烯基、烷基和烷氧基结构中选择，并且一起具有1到6个碳原子。

  公开号：

  US04097263A1

文献信息

• 5-Acylamino-1,3,4-thiadiazole-2-sulfonamides
  申请人：Gulf Oil Corporation

  公开号：US04151167A1

  公开（公告）日：1979-04-24

  Compounds which are useful as selective herbicides have the general structural formula ##STR1## in which R.sup.1 and R.sup.2 are selected from hydrogen, and lower alkyl, alkenyl, alkylene and alkoxy structures and together possess a total of 1 to 6 carbon atoms when R.sup.3 is ethyl, propyl, isopropyl, cyclopropyl, methoxy or tert-butyl.

  具有选择性除草剂作用的化合物具有以下一般结构式：##STR1## 其中当R.sup.3为乙基、丙基、异丙基、环丙基、甲氧基或叔丁基时，R.sup.1和R.sup.2从氢、低级烷基、烯基、烷基和烷氧结构中选择，并共同具有1到6个碳原子。
• Reactions of 5-substituted 1,3,4-thiadiazole-2-thiones with chloroacetylenephosphonates
  作者：Dmitrij M. Egorov、Yulija L. Piterskaya、Albina V. Dogadina、Nataly I. Svintsitskaya

  DOI：10.1016/j.tetlet.2015.02.027

  日期：2015.3

  Reactions of 1-chloroacetylene-2-phosphonates with thiadiazole-2-thiones in anhydrous acetonitrile occur regio- and chemoselectively to form novel fused phosphorus-containing heterocycles, 2-substituted 5-(dialkoxyphosphoryl)thiazolo[2,3-b][1,3,4]thiadiazol-4-ylium chlorides. The formation of these fused cyclic compounds is associated only with the thione form of the starting thiadiazoles. Reactions of the salts of thiadiazole-2-thiols with 1-chloroacetylene-2-phosphonates result in the formation of compounds of linear structure. (C) 2015 Elsevier Ltd. All rights reserved.
• 5-Acylamino-1,3,4-thiadiazole-2-sulfonamides and use as herbicides
  申请人：Gulf Oil Corporation

  公开号：US04097263A1

  公开（公告）日：1978-06-27

  Compounds which are useful as selective herbicides have the general structural formula ##STR1## in which R.sup.1 and R.sup.2 are selected from hydrogen, and lower alkyl, alkenyl, alkylene and alkoxy structures and together possess a total of 1 to 6 carbon atoms when R.sup.3 is ethyl, propyl, isopropyl, cyclopropyl, methoxy or tert-butyl.

  具有选择性除草剂用途的化合物具有一般结构式##STR1## 其中当R.sup.3为乙基、丙基、异丙基、环丙基、甲氧基或叔丁基时，R.sup.1和R.sup.2从氢、较低的烷基、烯基、烷基和烷氧基结构中选择，并且一起具有1到6个碳原子。