N-benzylidene-4-methylbenzenesulfonamide | 1170303-32-8

• 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-benzylidene-4-methylbenzenesulfonamide
• 英文别名: N-(para-toluenesulphonyl)benzaldimine；4-methyl-N-[(1Z)-phenylmethylidene]benzene-1-sulfonamide；N-benzylidene-toluene-p-sulphonamide；N-benzylidene-4-toluenesulfonamide；(Z)-phenyl-N-tosylmethane imine；(NZ)-N-benzylidene-4-methylbenzenesulfonamide
• CAS: 1170303-32-8
• 化学式: C₁₄H₁₃NO₂S
• 分子量: 259.329
• InChiKey: HVCKVBQOKOFBFH-PTNGSMBKSA-N

物化性质

• 沸点：
  415.7±38.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异腈基乙酸甲酯 、 N-benzylidene-4-methylbenzenesulfonamide 在 copper(l) chloride 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到methyl 1-[(4-methylphenyl)sulfonyl]-5-phenyl-4,5-dihydro-1H-4-imidazolecarboxylate
  参考文献：
  名称：

  铜（I）催化的恶唑啉和N-磺酰基-2-咪唑啉的非对映选择性形成

  摘要：

  提出了一种简单而又简短的方法，用于异氰基乙酸甲酯与醛和N-磺酰亚胺的反应。该反应由铜（I）配合物催化，并以优异的产率和高的非对映选择性进行。

  DOI：

  10.1016/j.tetlet.2006.10.040

文献信息

• The Catalytic Mannich Reaction of 1,1-Difluoro-2-trialkyl(aryl)silyl-2-trimethyl-silyloxyethenes:  Preparation of β-Amino Acid Derivatives
  作者：Woo Jin Chung、Masaaki Omote、John T. Welch

  DOI：10.1021/jo050953l

  日期：2005.9.1

  Catalytic Mannich reactions of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethylsilyloxyethenes (3) with a variety of sulfonylimines were utilized for the preparation of α,α-difluoro-β-amino acid derivatives (7). The influence of the Lewis acid on the reaction was examined. Methods for the conversion of α,α-difluoroacylsilanes to α,α-difluorocarboxylic acids were also explored.

  1，1-二氟-2-三烷基（芳基）甲硅烷基-2-三甲基甲硅烷基氧乙烯的催化曼尼希反应（3）与多种磺酰亚胺反应被用于制备α，α-二氟-β-氨基酸衍生物（7）。研究了路易斯酸对反应的影响。还探索了将α，α-二氟酰基硅烷转化为α，α-二氟羧酸的方法。
• Process for the preparation of an oxirane, azirdine or cyclopropane
  申请人：Zeneca Limited

  公开号：US05703246A1

  公开（公告）日：1997-12-30

  A process for the preparation of an oxirane, aziridine or cyclopropane of formula (I) wherein, X is oxygen, NR.sup.4 or CHR.sup.5 ; R.sup.1 is hydrogen, alkyl, aryl, heteroaromatic, heterocyclic or cycloalkyl; R.sup.2 is hydrogen, alkyl, aryl, heteroaromatic, CO.sub.2 R.sup.8, CHR.sup.14 NHR.sup.13, heterocyclic or cycloalkyl; or R.sup.1 and R.sup.2 join together to form a cycloalkyl ring; R.sup.3 is hydrogen, alkyl, aryl, heteroaromatic, CO.sub.2 R.sup.8, R.sup.8.sub.3 Sn, CONR.sup.8 R.sup.9 or trimethylsilyl; R.sup.4 and R.sup.5 are, independently, alkyl, cycloalkyl, aryl, heteroaromatic, SO.sub.2 R.sup.8, SO.sub.3 R.sup.8, COR.sup.8, CO.sub.2 R.sup.8, CONR.sup.8 R.sup.9 or CN, or R.sup.4 can also be P(O)(aryl).sub.2 ; R.sup.8 and R.sup.9 are independently alkyl, aryl or arylalkyl; R.sup.13 and R.sup.14 are independently hydrogen, alkyl or aryl; the process comprising reacting a mixture of a compound of formula (II), wherein R.sup.1, R.sup.2 and X are as defined above, and a sulphide of formula SR.sup.6 R.sup.7, wherein R.sup.6 and R.sup.7 are independently alkyl, aryl or heteroaomatic, or R.sup.6 and R.sup.7 join together to form a cycloalkyl ring which optionally includes an additional heteroatom, with either (i) a metallocarbon obtainable by reacting an alkylmetal with a methane derivative of formula CHR.sup.3 X'X", wherein R.sup.3 is as defined above, and X' and X" are independently, a leaving group, or (ii) a metallocarbon obtainable by reacting a compound of formula (III), (wherein R.sup.3 may not be hydrogen) with a suitable organometallic or inorganic reagent.

  一种制备式(I)的环氧烷、氮杂环丙烷或环丙烷的方法，其中，X为氧、NR^4或CHR^5；R^1为氢、烷基、芳基、杂环芳基、杂环烷基或环烷基；R^2为氢、烷基、芳基、杂环芳基、CO_2R^8、CHR^14NHR^13、杂环烷基或环烷基；或R^1和R^2结合形成环烷基环；R^3为氢、烷基、芳基、杂环芳基、CO_2R^8、R^83Sn、CONR^8R^9或三甲基硅基；R^4和R^5分别为烷基、环烷基、芳基、杂环芳基、SO_2R^8、SO_3R^8、COR^8、CO_2R^8、CONR^8R^9或CN，或R^4也可以是P(O)(芳基)_2；R^8和R^9独立地为烷基、芳基或芳基烷基；R^13和R^14独立地为氢、烷基或芳基；该方法包括将式(II)化合物的混合物与式SR^6R^7的硫化物反应，其中R^1、R^2和X如上所定义，R^6和R^7独立地为烷基、芳基或杂环芳基，或R^6和R^7结合形成环烷基环，该环可能包括额外的杂原子，与(i)通过将烷基金属与式CHR^3X'X"的甲烷衍生物反应获得的金属碳或(ii)通过将式(III)化合物（其中R^3可能不是氢）与适当的有机金属或无机试剂反应获得的金属碳反应。
• [EN] NOVEL BETA SUBSTITUTED MORITA-BAYLIS-HILLMAN DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE LA RÉACTION DE MORITA-BAYLIS-HILLMAN À SUBSTITUTION BÊTA
  申请人：UNIV SUNGKYUNKWAN FOUND

  公开号：WO2009110655A1

  公开（公告）日：2009-09-11

  Provided are β-substituted Morita-Baylis-Hillman (MBH) derivatives, pharmaceutically acceptable salts, hydrates, solvates and stereoisomers thereof. The derivatives may be prepared by preparing β-iodo-MBH esters from a variety of carbonyl compounds such as aldehydes and ketones, or imines in the presence of a Lewis acid as a basic backbone, and substituting iodide on a vinyl position with a variety of substituents. In addition, the β-substituted MBH derivatives have an excellent pharmaceutical effect in preventing and treating cancer.

  提供了β-取代的Morita-Baylis-Hillman（MBH）衍生物，其药用盐、水合物、溶剂合物和立体异构体。这些衍生物可以通过从各种羰基化合物（如醛和酮）或亚胺制备β-碘代MBH酯来制备，或者在存在路易斯酸作为基础骨架的情况下，用各种取代基替换乙烯位的碘化物。此外，β-取代的MBH衍生物在预防和治疗癌症方面具有出色的药效。
• [EN] POLYMER SUPPORTED PHOSPHORIC ACIDS AND USE THEREOF AS CATALYSTS IN THE PREPARATION OF 3-INDOLYLMETHANAMINES<br/>[FR] ACIDES PHOSPHORIQUES SUPPORTÉS SUR POLYMÈRES ET LEUR UTILISATION EN TANT QUE CATALYSEURS DANS LA PRÉPARATION DE 3-INDOLYLMÉTHANAMINES
  申请人：FUNDACIÓ INST CATAL D INVESTIGACIÓ QUÍMICA ICIQ

  公开号：WO2015086793A1

  公开（公告）日：2015-06-18

  The present invention relates to the field of catalysis, more particularly to the field of organocatalysis and to polymer supported chiral phosphoric acid catalysts. It also relates to the use of these compounds in the preparation of chiral 3-indolylmethanamines Formula (I).

  本发明涉及催化领域，更具体地涉及有机催化领域和聚合物支持手性磷酸催化剂。它还涉及使用这些化合物制备手性3-吲哚甲胺式（I）的方法。
• Polymer supported phosphoric acids and use thereof as catalysts in the preparation of 3-indolylmethanamines
  申请人：Fundació Institut Català d'Investigació Química

  公开号：EP2883879A1

  公开（公告）日：2015-06-17

  The present invention relates to the field of catalysis, more particularly to the field of organocatalysis and to polymer supported chiral phosphoric acid catalysts. It also relates to the use of these compounds in the preparation of chiral 3-indolylmethanamines.

  本发明涉及催化领域，更具体地涉及有机催化和聚合物支持手性磷酸催化剂领域。它还涉及在制备手性3-吲哚甲胺类化合物中使用这些化合物。