1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinoline | 384357-13-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinoline
• 英文别名: 1-(Chloromethyl)-6,7-dimethoxy-3,3-dimethyl-3,4-dihydroisoquinoline；1-(chloromethyl)-6,7-dimethoxy-3,3-dimethyl-4H-isoquinoline
• CAS: 384357-13-5
• 化学式: C₁₄H₁₈ClNO₂
• mdl: MFCD01106335
• 分子量: 267.755
• InChiKey: IYCYIPOZYAWIHM-UHFFFAOYSA-N

物化性质

• 沸点：
  353.0±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinoline 以 水 、 异丙醇 、 苯 为溶剂， 反应 1.17h， 生成 (Z)-2-cyano-2-[6,7-dimethoxy-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-N-phenylethanethioamide
  参考文献：
  名称：

  Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate

  摘要：

  Reactions of 1,3,3-trimethyl-3,4-dihydroisoquinoline and its benzo[f] derivative with phenyl isothiocyanate gave the corresponding enamino thioamides. Enamino ester, enamino amides, and enamino nitriles of the 1,2,3,4-tetrahydroisoquinoline series reacted with phenyl isothiocyanate in a similar way. The resulting enamino thioamides underwent acylation with acid chlorides at the beta-carbon atom of the enamino fragment. The structure of the obtained enamino thioamides is stabilized by intramolecular H-bonding.

  DOI：

  10.1134/s1070428014090127
• 作为产物：
  描述：

  甲基环氧丙烷 、 邻苯二甲醚 、 氯乙腈 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以47%的产率得到1-chloromethyl-6,7-dimethoxy-3,4-dihydroisoquinoline
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1017643703041

文献信息

• Thiourea assisted recyclization of 1-(chloromethyl)dihydroisoquinolines: a convenient route to β-(o-thiazolylaryl)ethylamines
  作者：Alexander A. Zubenko、Anatolii S. Morkovnik、Lyudmila N. Divaeva、Oleg P. Demidov、Viktor G. Kartsev、Vadim S. Sochnev、Alexander I. Klimenko、Natalia M. Dobaeva、Gennadii S. Borodkin、Anatolii N. Bodryakov、Marya A. Bodryakova、Leonid N. Fetisov

  DOI：10.1016/j.mencom.2021.01.040

  日期：2021.1
• ——
  作者：V. A. Glushkov、V. I. Karmanov、Yu. V. Shklyaev

  DOI：10.1023/a:1020917000475

  日期：——

  Symmetrical and non-symmetrical substituted bis(3,4-dihydro-1-isoquinolyl)methanes were synthesized by fusion of substituted 1-methylthio-3,4-dihydroisoquinolines with 1-methyl-3,4-dihydroisoquinolines and by the Ritter reaction of 1,1-dialkyl-2-arylethanols with 1-cyanomethylidene-1,2,3,4-tetrahydroisoquinoline or malononitrile.
• ——
  作者：V. A. Glushkov、S. N. Shurov、O. A. Maiorova、G. A. Postanogova、E. V. Feshina、Yu. V. Shklyaev

  DOI：10.1023/a:1017643703041

  日期：——
• Thiocarbamoylation of 1,2,3,4-tetrahydroisoquinoline enamines with phenyl isothiocyanate
  作者：O. V. Surikova、A. G. Mikhailovskii

  DOI：10.1134/s1070428014090127

  日期：2014.9

  Reactions of 1,3,3-trimethyl-3,4-dihydroisoquinoline and its benzo[f] derivative with phenyl isothiocyanate gave the corresponding enamino thioamides. Enamino ester, enamino amides, and enamino nitriles of the 1,2,3,4-tetrahydroisoquinoline series reacted with phenyl isothiocyanate in a similar way. The resulting enamino thioamides underwent acylation with acid chlorides at the beta-carbon atom of the enamino fragment. The structure of the obtained enamino thioamides is stabilized by intramolecular H-bonding.