S,S-dimethyl-N-phthalimidosulfimide | 59959-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: S,S-dimethyl-N-phthalimidosulfimide
• 英文别名: S,S-dimethyl-N-phthalimidylsulfilimine；S,S-Dimethyl-N-phthalimidosulfimid；2-[(dimethyl-λ4-sulfanylidene)amino]isoindole-1,3-dione
• CAS: 59959-60-3
• 化学式: C₁₀H₁₀N₂O₂S
• 分子量: 222.268
• InChiKey: XAQGEQMYXJBKQH-UHFFFAOYSA-N

物化性质

• 熔点：
  133-134 °C (decomp)
• 沸点：
  409.9±28.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  69
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S,S-dimethyl-N-phthalimidosulfimide 以25%的产率得到
  参考文献：
  名称：

  EDWARDS M.; GILCHRIST T. L.; HARRIS C. J.; REES C. W., J. CHEM. RES. SYNOP., 1979, NO 4, 114-115, (M 1687-1695)

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基邻苯二甲胺 、 二甲基硫 、 lead(IV) acetate 生成 S,S-dimethyl-N-phthalimidosulfimide
  参考文献：
  名称：

  BELOV, V. N.;KUZNETSOV, M. A., ZH. ORGAN. XIMII, 24,(1988) N 6, 1288-1291

  摘要：

  DOI：

文献信息

• Reaction of chromium (Fischer) carbenes and sulfilimines
  作者：Benito Alcaide、Luis Casarrubios、Gema Dominguez、Miguel A. Sierra

  DOI：10.1021/jo00067a020

  日期：1993.7

  The photochemical reactions of alkoxychromium (Fischer) carbenes and sulfilimines lead to imidates in fair to excellent yields. Aromatic, heteroaromatic, and alkylsulfilimines, the latter bearing functional groups such as cyano, sulfone, ether, ester, and dioxolane groups, gave the corresponding imidates in good to excellent yield. However, acyl- and sulfonyl-substituted sulfilimines did not react with chromium carbenes, except for sulfilimines bearing ethoxycarbonyl and phtalimidylamino groups. A variety of differently substituted chromium carbene complexes bearing alkyl, cycloalkyl, styryl, allyl, and alkynyl groups attached either at the carbene carbon or at the oxygen also gave imidates in good yields. For alpha,beta-unsaturated carbenes, the exclusive 1,2-addition of the sulfilimine nitrogen was observed at room temperature, in contrast to the behavior of other nitrogen nucleophiles which are reported to add in 1,4-fashion under these reaction conditions. In turn, optically active imidates of the type ArN=C(OR*)Me [R* = chiral substituent derived from (R)-(+)-1-phenyl-1-butanol, l-(-)-menthol, (1S)-endo-(-)-borneol, and (1R)-(-)-myrtenol] can be prepared efficiently by utilizing the corresponding chiral alkoxy group on the earbene moiety. The reactions above also occur in the dark but reaction times are considerably longer. N-Halosulfilimines reacted with alkoxychromium carbenes to yield N-acylsulfilimines instead of the expected N-haloimidates. Based upon a set of thermal and photochemical reactions between N-haloimidates and diphenyl sulfide in the absence of chromium complexes, the complex (CO)5CrNCMe is proposed to be responsible for this novel reaction of N-haloimidates and diphenyl sulfide.
• Belov, V. N.; Kuznetsov, M. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 6, p. 1160 - 1163
  作者：Belov, V. N.、Kuznetsov, M. A.

  DOI：——

  日期：——