6-chloro-3-(imidazolidin-2-ylideneamino)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one | 1427683-45-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-3-(imidazolidin-2-ylideneamino)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
• 英文别名: 6-chloro-3-(4,5-dihydro-1H-imidazol-2-ylamino)-2-sulfanylidene-1H-quinazolin-4-one
• CAS: 1427683-45-1
• 化学式: C₁₁H₁₀ClN₅OS
• 分子量: 295.752
• InChiKey: FKUCCGDTZFKCGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-3-(imidazolidin-2-ylideneamino)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 在 双氧水 、 sodium hydroxide 、 氯化铵 作用下， 以 水 为溶剂， 反应 26.33h， 以40.2%的产率得到6-chloro-3-(imidazolidin-2-ylideneamino)quinazoline-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis, Structure of Zwitterionic 2-Amino-N′-(imidazolidin-2-ylidene)benzohydrazides, and Their Transformation into 3-(Imidazolidin-2-ylideneamino)quinazolin-4(1H)-one Derivatives

  摘要：

  The reaction of 2‐chloro‐4,5‐dihydroimidazole (5) with 2‐aminobenzohydrazides 6a–e led to the formation of 2‐amino‐N′‐(imidazolidin‐2‐ylidene)benzohydrazides as zwitterions 7a–e, which on treatment with carbon disulfide in the presence of triethylamine afforded 3‐(imidazolidin‐2‐ylideneamino)‐2‐thioxo‐2,3‐dihydroquinazolin‐4(1H)‐ones 8a–e. Compounds 8a–d were further converted into the corresponding 3‐(imidazolidin‐2‐ylideneamino)quinazoline‐2,4(1H,3H)‐diones 9a–d using hydrogen peroxide–sodium hydroxide solution. The structures of the compounds prepared were established by elemental analyses, IR and NMR spectra as well as X‐ray crystallographic analyses of 7e and 9a.

  DOI：

  10.1002/jhet.940
• 作为产物：
  描述：

  2-氨基-5-氯苯甲酰肼 在 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 6.0h， 生成 6-chloro-3-(imidazolidin-2-ylideneamino)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Synthesis, Structure of Zwitterionic 2-Amino-N′-(imidazolidin-2-ylidene)benzohydrazides, and Their Transformation into 3-(Imidazolidin-2-ylideneamino)quinazolin-4(1H)-one Derivatives

  摘要：

  The reaction of 2‐chloro‐4,5‐dihydroimidazole (5) with 2‐aminobenzohydrazides 6a–e led to the formation of 2‐amino‐N′‐(imidazolidin‐2‐ylidene)benzohydrazides as zwitterions 7a–e, which on treatment with carbon disulfide in the presence of triethylamine afforded 3‐(imidazolidin‐2‐ylideneamino)‐2‐thioxo‐2,3‐dihydroquinazolin‐4(1H)‐ones 8a–e. Compounds 8a–d were further converted into the corresponding 3‐(imidazolidin‐2‐ylideneamino)quinazoline‐2,4(1H,3H)‐diones 9a–d using hydrogen peroxide–sodium hydroxide solution. The structures of the compounds prepared were established by elemental analyses, IR and NMR spectra as well as X‐ray crystallographic analyses of 7e and 9a.

  DOI：

  10.1002/jhet.940

文献信息

• Synthesis, Structure of Zwitterionic 2-Amino-<i>N</i>′-(imidazolidin-2-ylidene)benzohydrazides, and Their Transformation into 3-(Imidazolidin-2-ylideneamino)quinazolin-4(1<i>H</i>)-one Derivatives
  作者：Anita Kornicka、Maria Gdaniec

  DOI：10.1002/jhet.940

  日期：2012.11

  The reaction of 2‐chloro‐4,5‐dihydroimidazole (5) with 2‐aminobenzohydrazides 6a–e led to the formation of 2‐amino‐N′‐(imidazolidin‐2‐ylidene)benzohydrazides as zwitterions 7a–e, which on treatment with carbon disulfide in the presence of triethylamine afforded 3‐(imidazolidin‐2‐ylideneamino)‐2‐thioxo‐2,3‐dihydroquinazolin‐4(1H)‐ones 8a–e. Compounds 8a–d were further converted into the corresponding 3‐(imidazolidin‐2‐ylideneamino)quinazoline‐2,4(1H,3H)‐diones 9a–d using hydrogen peroxide–sodium hydroxide solution. The structures of the compounds prepared were established by elemental analyses, IR and NMR spectra as well as X‐ray crystallographic analyses of 7e and 9a.