N-(2,6-dimethylphenyl)-2-(morpholin-4-yl)-2-thioxoacetamide | 219776-57-5

• 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: N-(2,6-dimethylphenyl)-2-(morpholin-4-yl)-2-thioxoacetamide
• 英文别名: N-(2,6-dimethylphenyl)-2-morpholin-4-yl-2-sulfanylideneacetamide
• CAS: 219776-57-5
• 化学式: C₁₄H₁₈N₂O₂S
• mdl: MFCD00490746
• 分子量: 278.375
• InChiKey: UWZGNIBZLSYASB-UHFFFAOYSA-N

物化性质

• 密度：
  1.258±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,6-dimethylphenyl)-2-(morpholin-4-yl)-2-thioxoacetamide 在 氨 作用下， 以 吡啶 为溶剂， 以73%的产率得到1-N-(2,6-dimethylphenyl)-2-amino-2-thioxacetamide
  参考文献：
  名称：

  Synthesis of Carbamoyl-Containing N,S-Heterocyclic Compounds

  摘要：

  Monothioxamides unsubstituted at the thioamidic nitrogen atom were obtained by the reaction of NS-morpholino-NO-R-thioxamides with ammonia. Carbampyl-containing 5-phenylcarbamoyl-1,2,4-dithiazoles, 6-phenylcarbamoyl-5,6-dihydro-[1,2,4,5]-dithiadiazin-3-one, and 5-phenylcarbainoyl-2-oxy-1,3,4-thiadiazole were synthesized by the reaction of monothioxamides or thiohydrazides of oxamic acids with chlorocarbonylsulfenyl chloride.

  DOI：

  10.1080/10426500307911
• 作为产物：
  描述：

  2,6-二甲基苯胺 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2,6-dimethylphenyl)-2-(morpholin-4-yl)-2-thioxoacetamide
  参考文献：
  名称：

  Synthesis of (2-chloroquinolin-3-yl)-1,3,4-thiadiazole-2-carboxamides

  摘要：

  (2-氯喹啉-3-基)-1,3,4-噻二唑-2-甲酰胺是由 3-甲酰基-2-氯喹啉与草氨酸硫酰肼反应得到的酰肼合成的。

  DOI：

  10.1007/s11172-021-3194-3

文献信息

• Preparation of trichlorothioacetamides and their unexpected rearrangement to thiooxamides
  作者：Samuel Braverman、Marina Cherkinsky、Ludmila Kedrova

  DOI：10.1016/s0040-4039(98)02080-2

  日期：1998.12

  The preparation of several N-monosubstituted trichlorothioacetamides by thionation of the corresponding acetamides, with the use of Heimgartner's reagent is described. In contrast to the corresponding amides which umdergo base-induced beta-elimination of chloroform, the title compounds undergo an unexpected rearrangement to thiooxamides. The reaction mechanism is discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Reactions of monothiooxamides with N-nucleophiles. Synthesis of 4,5-dihydroimidazole-2-carboxanilides
  作者：V. N. Yarovenko、S. A. Kosarev、I. V. Zavarzin、M. M. Krayushkin

  DOI：10.1007/bf02496262

  日期：1999.4

  A convenient procedure was developed for the preparation of 4,5-dihydroimidazole-2-carboxanilides by the reaction of monothiooxamides with ethylenediamine.
• Synthesis of carbamoylamidoximes
  作者：V. N. Yarovenko、S. A. Kosarev、I. V. Zavarzin、M. M. Krayushkin

  DOI：10.1007/bf02494503

  日期：1998.10

  A convenient procedure was developed for the synthesis of carbamoylamidoximes by the reaction of N(S)-substituted monothiooxamides with hydroxylamine hydrochloride in pyridine.
• Synthesis of (2-chloroquinolin-3-yl)-1,3,4-thiadiazole-2-carboxamides
  作者：A. N. Aksenov、M. M. Krayushkin、V. N. Yarovenko

  DOI：10.1007/s11172-021-3194-3

  日期：2021.6

  (2-Chloroquinolin-3-yl)-1,3,4-thiadiazole-2-carboxamides were synthesized from hydrazones obtained via the reaction of 3-formyl-2-chloroquinoline with oxamic acid thiohydrazides.

  (2-氯喹啉-3-基)-1,3,4-噻二唑-2-甲酰胺是由 3-甲酰基-2-氯喹啉与草氨酸硫酰肼反应得到的酰肼合成的。
• Synthesis of Carbamoyl-Containing N,S-Heterocyclic Compounds
  作者：V. N. Yarovenko、A. A. Es'kov、I. V. Zavarzin、E. I. Chernoburova、A. Yu. Martynkin、M. M. Krayuskin

  DOI：10.1080/10426500307911

  日期：2003.6

  Monothioxamides unsubstituted at the thioamidic nitrogen atom were obtained by the reaction of NS-morpholino-NO-R-thioxamides with ammonia. Carbampyl-containing 5-phenylcarbamoyl-1,2,4-dithiazoles, 6-phenylcarbamoyl-5,6-dihydro-[1,2,4,5]-dithiadiazin-3-one, and 5-phenylcarbainoyl-2-oxy-1,3,4-thiadiazole were synthesized by the reaction of monothioxamides or thiohydrazides of oxamic acids with chlorocarbonylsulfenyl chloride.