N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester | 18805-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester
• 英文别名: dimethyl N-phenyliminocarbonimidodithioate；dimethyl N-(phenyl)dithioimidocarbonate；Dimethyl N-phenylimidodithiocarbonate；dimethyl N-phenyldithiocarbonimidate；dimethyl phenyldithioimidocarbonate；phenyl dithiocarbimidoic acid dimethyl ester；1,1-bis(methylsulfanyl)-N-phenylmethanimine
• CAS: 18805-23-7
• 化学式: C₉H₁₁NS₂
• 分子量: 197.325
• InChiKey: LTPWYSQGZKSLIW-UHFFFAOYSA-N

物化性质

• 熔点：
  92-93 °C(Solv: ethanol (64-17-5))
• 沸点：
  305.4±25.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 、 乙腈 为溶剂， 反应 22.67h， 生成 3-Methoxy-3-methyl-1-phenylazetidine-2,4-dione
  参考文献：
  名称：

  Chromium-carbene-mediated synthesis of 4-oxo .beta.-lactams (malonimides) and malonic acid derivatives

  摘要：

  The photochemical reaction of chromium carbene (Fischer) complexes and readily available iminodithiocarbonates forms 4,4-bis(methylthio) beta-lactams in good to excellent yields, and upon N-bromosuccinimide oxidation, these afford 4-oxo beta-lactams (malonimides). Basic hydrolysis of the latter compounds yields malonic acid derivatives that are not otherwise easily accessible.

  DOI：

  10.1021/jo00028a013
• 作为产物：
  描述：

  苯基二硫代氨基甲酸甲酯 、 碘甲烷 在 sodium hydroxide 作用下， 生成 N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester
  参考文献：
  名称：

  A Facile Synthesis of DimethylN-Aryldithiocarbonimidates and 2-Arylaminobenzimidazoles

  摘要：

  DOI：

  10.1055/s-1983-30340

文献信息

• Syntheses of β-lactams from acetic acids and imines induced by phenyl dichlorophosphate reagent
  作者：Ana Arrieta、Fernando P. Cossio、Claudio Palomo

  DOI：10.1016/s0040-4020(01)96484-1

  日期：——

  Among the reagents known to produce β-lactams from imines and acetic acids, only phenyl dichlorophosphate and 1-methyl-2-chloropyridinium iodide are suitable for the synthesis of vinylamino- β-lactams. Reaction of acetic acids with ethanolimine derivatives promoted by phenyl dichlorophosphate affords oxazolidines instead β-lactams. Protection of the hydroxyl group as the trimethylsilyl ether in the

  描述了从丹尼盐和席夫碱制备乙烯基氨基-β-内酰胺的实用方法的开发。在已知可从亚胺和乙酸生产β-内酰胺的试剂中，只有苯基二氯磷酸酯和1-甲基-2-氯吡啶碘代碘适合用于合成乙烯基氨基-β-内酰胺。乙酸与由二氯磷酸苯酯促进的乙醇亚胺衍生物反应生成恶唑烷，而不是β-内酰胺。在起始席夫碱中保护羟基作为三甲基甲硅烷基醚提供了通往相应的β-内酰胺而不是恶唑烷的便利途径。对该方法的范围进行了一些观察。
• Reaction of Dimethyl<i>N</i>-Aryl- and<i>N</i>-Alkylcarbonimidodithioates with Aminoacetaldehyde Diethyl Acetal: A Direct Synthesis of 1-Aryl- and 1-Alkyl-2-methylthioimidazoles
  作者：Dinah Pooranchand、Hiriyakkanavar Ila、Hiriyakkanavar Junjappa

  DOI：10.1055/s-1987-28201

  日期：——

  The reaction of dimethyl N-aryl- or N-alkylcarbonimidodithioates with aminoacetaldehyde diethyl acetal in refluxing acetic acid affords 1-aryl or 1-alkyl-2-methylthioimidazoles in good yields. Dimethyl N-isopropylcarbonimidodithioate gave 1-isopropylimidazole-2(3H)-thione under similar conditions.

  N-芳基或 N-烷基二硫代碳亚氨基甲酸酯二甲酯与氨基乙醛缩二乙醇在回流乙酸中反应，可以得到 1-芳基或 1-烷基-2-甲硫基咪唑，收率很高。在类似条件下，N-异丙基二硫代碳酰亚胺二甲酯可生成 1-异丙基咪唑-2(3H)-硫酮。
• Microwave-assisted from synthesis of 2-arylamino-2-imidazolines on a solid support
  作者：Murat Genc、S�leyman Servi

  DOI：10.1002/hc.20081

  日期：——

  An efficient synthesis of 2-arylamino-2-imidazolines from dimethyl N-aryldithioimidocarbonates and ethylenediamine on solid support under microwave irradiation has been developed. The reaction time has been reduced from hours to minutes with improved yields as compared to conventional heating. Their piperidin-4-ylmethyl and morpholin-4-ylmethyl derivatives were synthesized by treatment with formaldehyde

  已经开发出一种在微波辐射下从 N-芳基二硫代亚氨基碳酸酯和乙二胺在固体载体上有效合成 2-芳基氨基-2-咪唑啉的方法。与传统加热相比，反应时间从几小时缩短到几分钟，产率提高。通过用甲醛和哌啶或吗啉处理合成了它们的哌啶-4-基甲基和吗啉-4-基甲基衍生物。© 2005 Wiley Periodicals, Inc. 杂原子化学 16:142–222, 2005; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20081
• Reiffen,M.; Hoffmann,R.W., Chemische Berichte, 1977, vol. 110, p. 37 - 48
  作者：Reiffen,M.、Hoffmann,R.W.

  DOI：——

  日期：——
• Triphosgene: a versatile reagent for the synthesis of azetidin-2-ones
  作者：D Krishnaswamy、V.V Govande、V.K Gumaste、B.M Bhawal、A.R.A.S Deshmukh

  DOI：10.1016/s0040-4020(02)00094-7

  日期：2002.3

  An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cyclo-addition reaction using various acids and imines have been described. (C) 2002 Elsevier Science Ltd. All rights reserved.