Carbonochloridimidothioic acid, (1-methylethyl)-, methyl ester | 94518-60-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: Carbonochloridimidothioic acid, (1-methylethyl)-, methyl ester
• 英文别名: 1-methylsulfanyl-N-propan-2-ylmethanimidoyl chloride
• CAS: 94518-60-2
• 化学式: C₅H₁₀ClNS
• 分子量: 151.66
• InChiKey: GFQZWXBDRYYVGU-UHFFFAOYSA-N

物化性质

• 沸点：
  186.6±23.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Carbonochloridimidothioic acid, (1-methylethyl)-, methyl ester 在 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 4.0h， 生成 5-(tert-butylimino)-4,4-diphenyl-2-(methylthio)-1-isopropyl-2-imidazoline
  参考文献：
  名称：

  Reactions of protonated 1,3-diaza,-4,4-diphenyl-2-(methylthio)butadienes with isocyanides: preparation of imidazole and triazine derivatives

  摘要：

  DOI：

  10.1021/jo00266a035
• 作为产物：
  描述：

  氯硫基甲烷 、 异氰化异丙酯 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 0.17h， 生成 Carbonochloridimidothioic acid, (1-methylethyl)-, methyl ester
  参考文献：
  名称：

  C-(Methoxycarbonyl)ketene N-imidoylimine synthesis and rearrangement into methyl 4,6-diazahepta-2,4,6-trienoates. Cycloaddition reactions with isocyanides: preparation of imidazolines

  摘要：

  DOI：

  10.1021/jo00206a009

文献信息

• Three-component cyclocondensations. Two methods for the efficient preparation of 5-aminothiazolium salts via the reaction of isocyanides either with dimethylthioformamide and imino chloro sulfides or benzaldimines and aryl chlorothioformates
  作者：Fabienne Berree、Yvelise Malvaut、Evelyne Marchand、Georges Morel

  DOI：10.1021/jo00074a032

  日期：1993.10

  Treatment of imino chloro sulfides with dimethylthioformamide and isocyanides at room temperature provides selectively the 5-amino-4-(dimethylamino)-2-(methylthio)(or phenylthio)thiazolium salts. Similarly, the reactions of p-tolyl chlorothionoformate and phenyl chlorodithioformate with a mixture of benzaldimine and isocyanide afford rapidly the 5-amino-4-phenylthiazolium salts. We suggest that these reactions involve the N-(thiocarbonyl)formamidinium and benzylideniminium chlorides as transient intermediates, which are trapped by isocyanides according to a [1 + 4] cycloaddition process. The structure of the thiazolium salts and some of their reactivities are discussed.
• New imidoyl isothiocyanates. Chemical behavior in polar solvents. Reaction with sulfenyl thiocyanates: preparation of 1,2-dihydro-2-thioxo-1,3,5-triazines and 1,3,4,6,6a-triazadithia[6aS(IV)]pentalenes
  作者：Georges Morel、Evelyne Marchand、Catherine Haquin、Andre Foucaud

  DOI：10.1021/jo00371a024

  日期：1986.10
• Three-component cyclocondensations. An efficient synthesis of 4-amino-2-(methylthio)imidazolium salts via the reaction of methyl chlorothioimidates with benzaldimines and isocyanides. Autoxidation of the imidazole derivatives
  作者：Yvelise Malvaut、Evelyne Marchand、Georges Morel

  DOI：10.1021/jo00033a038

  日期：1992.3

  Treatment of imino chlorosulfides 1 with a mixture of benzaldimine and isocyanide provides 4-aminoimidazolium chlorides 5. Presumably this reaction involves the N-imidoylbenzylideniminium chlorides 4 as transient intermediates. 1- and 3-tert-Butyl imidazolium salts 5 undergo fast isobutene elimination giving the corresponding imidazole and imidazoline hydrochlorides 10 and 13. Compounds 13 autoxidize to afford 5-hydroxy derivatives 14 under atmospheric oxygen. The structural assignment of 14 has been confirmed by X-ray diffraction analysis. Under similar conditions, treatment of ketimines 17 with methyl chlorothioimidate 1 and isocyanide gives 2-thioxodiazolidines 19.
• Reactions of protonated 1,3-diaza,-4,4-diphenyl-2-(methylthio)butadienes with isocyanides: preparation of imidazole and triazine derivatives
  作者：Georges Morel、Evelyne Marchand、Andre Foucaud、Loic Toupet

  DOI：10.1021/jo00266a035

  日期：1989.3
• C-(Methoxycarbonyl)ketene N-imidoylimine synthesis and rearrangement into methyl 4,6-diazahepta-2,4,6-trienoates. Cycloaddition reactions with isocyanides: preparation of imidazolines
  作者：Georges Morel、Evelyne Marchand、Andre Foucaud

  DOI：10.1021/jo00206a009

  日期：1985.3