2-methyl-1-N-benzenesulfonylaziridine | 21384-00-9

• 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: 2-methyl-1-N-benzenesulfonylaziridine
• 英文别名: benzenesulfonyl-1 methyl-2 aziridine；2-methyl-1-phenylsulfonylaziridine；1-benzenesulfonyl-2-methyl-aziridine；1-[Benzenesulfonyl]-2-methylaziridine；1-(benzenesulfonyl)-2-methylaziridine
• CAS: 21384-00-9
• 化学式: C₉H₁₁NO₂S
• 分子量: 197.258
• InChiKey: XTWAENMISMRJCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  314.0±25.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-1-N-benzenesulfonylaziridine 在 三甲基氯硅烷 、 sodium hydride 、 sodium iodide 作用下， 生成 3-Benzenesulfonyl-1-tert-butyl-4-methyl-imidazolidin-2-one
  参考文献：
  名称：

  使用碘化钠的2-芳基和2-烷基1-芳烃磺酰基氮丙啶与异氰酸酯的区域特异性环加成反应

  摘要：

  在碘化钠的存在下，滴定氮丙啶与异氰酸酯的反应具有区域特异性。2-芳基N-磺酰基氮丙啶仅给出1-N-芳基磺酰基-3-烷基/芳基-4-苯基-2-咪唑啉酮，而2-烷基取代的氮丙啶仅提供1-N-烷基/芳基-3-N-芳基磺酰基-4-烷基-2-咪唑啉酮。

  DOI：

  10.1016/s0040-4039(00)74786-1

文献信息

• Synthesis of Canthardin Sulfanilamides and Their Acid Anhydride Analogues via a Ring-Opening Reaction of Activated Aziridines and Their Associated Pharmacological Effects
  作者：Ling-Ling Chiang、Ing-Jy Tseng、Pen-Yuan Lin、Shiow-Yunn Sheu、Ching-Tung Lin、Yun-Han Hsieh、Yi-Jing Lin、Hsiao-Ling Chen、Mei-Hsiang Lin

  DOI：10.3390/molecules21010100

  日期：——

  reaction of activated aziridine ring opening led to the discovery of a novel class of antitumor compounds. The analogues 10i-k, 11l-n, 12o-p, and 16q-s were obtained from treating cantharidinimide 6 and analogues (7, 8, and 13) with activated aziridines, which produced a series of ring-opened products including normal and abnormal types. Some of these compounds showed cytotoxic effects in vitro against

  合成了邻苯二甲酰亚胺衍生物5a-h，包括含有嘧啶基，吡嗪基，氢，噻唑基和恶唑基的磺胺酰胺。通过活化的氮丙啶开环反应来修饰邻苯二甲酰亚胺，导致发现了新型的抗肿瘤化合物。类似物10i-k，11l-n，12o-p和16q-s是通过用活化的氮丙啶处理邻苯二甲酰亚胺6和类似物（7、8和13）而制得的，这些化合物产生了一系列的开环产物，包括正常的和异常类型。这些化合物中的一些在体外对HL-60，Hep3B，MCF7和MDA-MB-231癌细胞显示出细胞毒作用。最有效的细胞抑制化合物N-cantharidinimido-磺胺二甲嘧啶（5a）具有抗HL-60和抗Hep3B细胞的活性。
• Action de CF3OF sur des aziridines N-substituees
  作者：M. Seguin、J.C. Adenis、C. Michaud、J.J. Basselier

  DOI：10.1016/s0022-1139(00)82576-2

  日期：1980.3

  Trifluoromethyl hypofluorite reacts with N-substituted aziridines with ring opening and 1, 3-addition of F on nitrogen and OCF3 on carbon. Three R substituents are discussed. With R benzenesulfonyl or chlorine one mole of CF3OF is added and N-fluorobenzenesulfonamides and N-chloro, N-fluoroamine are obtained. With R 4-nitrobenzoyl two moles of CF3OF are added and a N, N-difluoroamine is isolated.

  三氟甲基次萤石与N-取代的氮丙啶反应，其开环且在氮上1，的F加成3，在碳上的OCF 3的加成3。讨论了三个R取代基。与R苯磺酰基或氯一起加入一摩尔的CF 3 OF，得到N-氟苯磺酰胺和N-氯，N-氟胺。与R 4-硝基苯甲酰基一起加入两摩尔的CF 3 OF，并分离出N，N-二氟胺。
• Polymer, process and use
  申请人：DSM IP Assets B.V.

  公开号：US10767072B2

  公开（公告）日：2020-09-08

  The current invention relates to a process for preparing an aqueous binder composition free of organic solvent, the process comprising at least the following steps: A) preparing a hydrophilic vinyl polymer (Polymer A) by polymerisation of a monomer composition A that contains: Ai) at least one carboxylic acid functional olefinically unsaturated monomer; and Aii) at least one olefinically unsaturated monomer different than Ai); and Aiii) optionally at least one wet adhesion promoting olefinically unsaturated monomer different than Ai and Aii); where Polymer A has an acid value (AV) from 32 to 98 mg KOH/g of solid Polymer A; B) preparing a hydrophobic vinyl polymer (Polymer B) by emulsion polymerization of a monomer composition B in the presence of Polymer A where the monomer composition B contains: Bi) at least one olefinically unsaturated monomer; Bii) optionally carboxylic acid functional olefinically unsaturated monomer different than Bi); and Biii) optionally wet adhesion promoting olefinically unsaturated monomer different than Bi); where Polymer B has an acid value (AV) of no more than 23.4 mg KOH/g of solid polymer B, wherein at least a part of the carboxylic acid groups that are present in Polymer A and Polymer B are neutralized during or following the steps A and/or B to form a (partially) neutralized polymer emulsion; where the weight average molecular weight (Mw) of Polymer A is lower than the weight average molecular weight (Mw) of polymer B; and wherein the process is further characterized by the presence of a further step C) reacting at least 10 mol % of the carboxylic acid and/or carboxylate salt groups of the (partially) neutralized polymer emulsion with an iminating agent to produce an iminated polymer C; wherein the total amount of surfactant applied in steps A, B and C is at most 0.5 wt. %, based on the total weight of monomers charged for the preparation of polymer A and polymer B.

  本发明涉及一种制备不含有机溶剂的水性粘结剂组合物的工艺，该工艺至少包括以下步骤：A) 通过单体组合物 A 的聚合制备亲水性乙烯基聚合物（聚合物 A），单体组合物 A 含有：Ai) 至少一种羧酸官能团烯烃不饱和单体；和 Aii) 至少一种不同于 Ai) 的烯烃不饱和单体；和 Aiii) 可选的至少一种不同于 Ai 和 Aii) 的湿粘附促进烯烃不饱和单体；其中聚合物 A 的酸值（AV）为 32 至 98 毫克 KOH/克固体聚合物 A； B) 在聚合物 A 存在的情况下，通过单体组合物 B 的乳液聚合制备疏水性乙烯基聚合物 （聚合物 B），其中单体组合物 B 包含：Bi)至少一种烯烃不饱和单体；Bii)不同于 Bi)的任选羧酸官能烯烃不饱和单体；以及 Biii)不同于 Bi)的任选湿粘附促进烯烃不饱和单体；其中聚合物 B 的酸值（AV）不超过 23.4 mg KOH/g 的固体聚合物 B，其中至少一部分存在于聚合物 A 和聚合物 B 中的羧酸基团在步骤 A 和/或 B 期间或之后被中和，以形成（部分）中和聚合物乳液；其中聚合物 A 的重量平均分子量（Mw）低于聚合物 B 的重量平均分子量（Mw）；其中该工艺的进一步特征是存在进一步的步骤 C）将（部分）中和聚合物乳液中至少 10 mol % 的羧酸和/或羧酸盐基团与亚胺化剂反应，生成亚胺化聚合物 C；其中在步骤 A、B 和 C 中应用的表面活性剂总量最多为 0.5 wt. %，以制备聚合物 A 和聚合物 B 所需的单体总重量为基准。
• Lewis acid promoted three-component reactions of aziridines, arenes and aldehydes: an efficient and diastereoselective synthesis of cis-1,4-disubstituted tetrahydroisoquinolines
  作者：Siyang Xing、Jing Ren、Kui Wang、Hong Cui、Wenrui Li、Han Yan

  DOI：10.1016/j.tet.2015.06.013

  日期：2015.9

  A new Lewis acid promoted three-component reaction between the aziridine, arene and aldehyde has been developed. This reaction involves sequential ring opening of aziridine and Pictet-Spengler condensation and gives a broad range of cis-1,4-disubstituted tetrahydroisoquinolines in moderate yields with good diastereoselectivities under mild conditions. The methodology provides a rapid and convergent synthesis for the scaffold of tetrahydroisoquinoline and serves as a good tool for constructing the libraries of substituted tetrahydroisoquinolines. (C) 2015 Elsevier Ltd. All rights reserved.
• Aziridines. 59. Regioselectivity in nucleophilic Ring Opening of 2-Methylaziridines. Lag of bond making as model for the abnormal opening
  作者：Pen-Yuan Lin、Gunther Bentz、H. Stamm

  DOI：10.1002/prac.19933350105

  日期：——

  The regioselectivity ratio RS = normal : abnormal opening of activated 2-methylaziridines 2 by nucleophiles is found to range from 0.10 to unmeasurable large (only normal opening = substitution at CH2 by strongly basic carbanions). RS is assumed to result from S(N)2 variants differing in the degree to which bond breaking is ahead of bond making including perhaps synchronous S(N)2. Bond breaking will be more ahead for the N-CMe bond. High nucleophilic power pushes bond making toward a synchronous process resulting in great RS. The decrease in RS with acyl activation relative to sulfonyl activation is in accord with a flattening of the nitrogen pyramid (planarization effect). The planarization effect is retained in acidic medium by O-protonation: Rs 0.10 - 0.14 for methanolysis as compared to RS 0.43 for N-protonated sulfonylaziridine 2h. AM1 calculations support the planarization hypothesis. - No indication for SET with trityl anion was found.