spiro<1-acetyl-6-chloro-3-(2-chloroethyl)-1,4,5,6-tetrahydropyridazin-5,1'-cyclobutane>

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: spiro<1-acetyl-6-chloro-3-(2-chloroethyl)-1,4,5,6-tetrahydropyridazin-5,1'-cyclobutane>
• 英文别名: 6-Acetyl-5-chloro-8-(2-chloroethyl)-6,7-diazaspiro[3.5]non-7-ene；1-[5-chloro-8-(2-chloroethyl)-6,7-diazaspiro[3.5]non-7-en-6-yl]ethanone
• 化学式: C₁₁H₁₆Cl₂N₂O
• 分子量: 263.167
• InChiKey: SFZLUQMGMXCGOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  spiro<2-acetyl-4-(2-chloroethyl)-2,3-diazabicyclo<3.1.0>hex-3-en-6,1'-cyclopropane> 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 0.12h， 生成 spiro<1-acetyl-6-chloro-3-(2-chloroethyl)-1,4,5,6-tetrahydropyridazin-5,1'-cyclobutane>
  参考文献：
  名称：

  Acylation of spiro(1-pyrazoline-3,1?-cyclopropanes) to form 1-acyl-3-(2-chloroethyl)-2-pyrazolines and transformation of bicyclic 2-pyrazolines into 1,4,5,6-tetrahydropyridazines

  摘要：

  Strained polycyclic spiro(1-pyrazoline-3,1'-cyclopropanes) react with acetyl or benzoyl chlorides at 0-15 degrees C regioselectively to give in high yields corresponding 1-acyl-3-(2-chloroethyl)-2-pyrazolines. Under the same conditions 6-ethenyl-4,5-diazaspiro[2,4] hept-4-ene gives a mixture of two pyrazolines resulting from the acyl group attack directed at different nitrogen atoms. Bicyclic pyrazolines-2 obtained by acylation of the cycloaddition products of diazocyclopropane with 3,3-disubstituted cyclopropenes transform under the action of hydrogen chloride to 1,4,5,6-tetrahydropyridazines in high yields.

  DOI：

  10.1007/bf00696715

文献信息

• Acylation of spiro(1-pyrazoline-3,1?-cyclopropanes) to form 1-acyl-3-(2-chloroethyl)-2-pyrazolines and transformation of bicyclic 2-pyrazolines into 1,4,5,6-tetrahydropyridazines
  作者：Yu. V. Tomilov、G. P. Okonnishnikova、E. V. Shulishov、O. M. Nefedov

  DOI：10.1007/bf00696715

  日期：1995.11

  Strained polycyclic spiro(1-pyrazoline-3,1'-cyclopropanes) react with acetyl or benzoyl chlorides at 0-15 degrees C regioselectively to give in high yields corresponding 1-acyl-3-(2-chloroethyl)-2-pyrazolines. Under the same conditions 6-ethenyl-4,5-diazaspiro[2,4] hept-4-ene gives a mixture of two pyrazolines resulting from the acyl group attack directed at different nitrogen atoms. Bicyclic pyrazolines-2 obtained by acylation of the cycloaddition products of diazocyclopropane with 3,3-disubstituted cyclopropenes transform under the action of hydrogen chloride to 1,4,5,6-tetrahydropyridazines in high yields.

表征谱图