4,5-dihydro-thiazole-2-sulfenic acid cyclohexylamide | 142270-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 4,5-dihydro-thiazole-2-sulfenic acid cyclohexylamide
• 英文别名: 4,5-Dihydro-thiazol-2-sulfensaeure-cyclohexylamid；N-Cyclohexyl-2-thiazolinylsulfenamide；N-(4,5-dihydro-1,3-thiazol-2-ylsulfanyl)cyclohexanamine
• CAS: 142270-81-3
• 化学式: C₉H₁₆N₂S₂
• 分子量: 216.371
• InChiKey: MEUYDHHONQIKTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  75
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,5-dihydro-thiazole-2-sulfenic acid amide 、 环己胺 生成 4,5-dihydro-thiazole-2-sulfenic acid cyclohexylamide
  参考文献：
  名称：

  THIAZOLESULFENAMIDES¹

  摘要：

  DOI：

  10.1021/jo01158a001

文献信息

• Process for preparing (1'R,3S)-3-(1'-hydroxyethyl)-azetidin-2-one and
  申请人：Takasago International Corporation

  公开号：US05204461A1

  公开（公告）日：1993-04-20

  A process for preparing (1'R,3S)-3-(1'-hydroxyethyl)-azetidin-2-one or a derivative thereof represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a hydroxyl-protective group, is disclosed, comprising reacting (2S,3R)-2-aminomethyl-3-hydroxybutyric acid or a derivative thereof represented by formula (II): ##STR2## wherein R.sup.1 is as defined above, with a sulfenamide represented by formula (III): ##STR3## wherein R.sup.2 represents ##STR4## and R.sup.3 and R.sup.4 each represent a hydrogen atom or a cyclic or acyclic hydrocarbon group, provided that they do not simultaneously represent a hydrogen atom, or R.sup.3 and R.sup.4 are taken together with the adjacent nitrogen atom to form a heterocyclic group, and triphenylphosphine. The reaction yield is high, and the sulfenamide (III) used as a lactamization reagent is cheap and can be recovered after the reaction.

  本发明揭示了一种制备(1'R,3S)-3-(1'-羟基乙基)-氮杂环戊酮或其衍生物的方法，其化学式表示为(I)：##STR1##其中R.sup.1代表氢原子或羟基保护基，包括将(2S,3R)-2-氨甲基-3-羟基丁酸或其衍生物，其化学式表示为(II)：##STR2##其中R.sup.1如上所定义，与化学式为(III)的磺酰胺反应，其化学式表示为：##STR3##其中R.sup.2代表##STR4##R.sup.3和R.sup.4分别代表氢原子或环烷基或非环烷基，但不能同时表示氢原子，或R.sup.3和R.sup.4与相邻的氮原子结合形成杂环基团，同时还使用三苯基膦。反应产率高，磺酰胺(III)作为内酰胺化试剂便宜且反应后可以回收利用。
• Process for preparing (1'R,3S)-3-(1'-hydroxy-ethyl)-azetidin-2-one and derivatives thereof
  申请人：Takasago International Corporation

  公开号：EP0485218A2

  公开（公告）日：1992-05-13

  A (1'R,3S)-3-(1'-hydroxyethyl)-azetidin-2-one (I) : wherein R1 represents H or a hydroxyl-protective group is prepared by reacting a (2S,3R)-2-aminomethyl-3-hydroxybutyric acid (II) : with a sulfenamide (III) : wherein R2 represents or and R3 and R4 each represent hydrogen (but not simultaneously) or a hydrocarbon group, or R3 and R4, together with the N atom form a heterocyclic group, and triphenylphosphine. The reaction yield is high, and the sulfenamide (III) is cheap and recoverable.

  A (1'R,3S)-3-(1'-羟乙基)-氮杂环丁烷-2-酮 (I) ： 其中 R1 代表 H 或羟基保护基，由 (2S,3R)-2-氨甲基-3-羟基丁酸 (II) 反应制备： 与亚磺酰胺 (III) ： 其中 R2 代表 或 以及 R3 和 R4 各自代表氢（但不同时代表）或烃基，或 R3 和 R4 与 N 原子一起组成杂环基团，以及三苯基膦。 反应产率很高，而且亚磺酰胺（III）价格便宜，可回收。
• SULFUR-MODIFIED CHLOROPRENE RUBBER, METHOD FOR PRODUCING SAME, SULFUR-MODIFIED CHLOROPRENE RUBBER COMPOSITION, VULCANIZED PRODUCT AND MOLDED ARTICLE
  申请人：Denka Company Limited

  公开号：EP3889188A1

  公开（公告）日：2021-10-06

  A sulfur-modified chloroprene rubber having a functional group A represented by General Formula (A) below and positioned at a molecular terminal, in which a mass ratio B/A of a content of a functional group B represented by General Formula (B) below and positioned at a molecular terminal with respect to a content of the functional group A is 6.00 or less, and a total amount of the functional group A and the functional group B is 0.10 to 0.60% by mass. (In the formula, Ra1 and Ra2 each independently represent a hydrogen atom, a halogen atom, a hydroxy group, an alkoxy group, a carboxy group, a carboxylate group, a cyano group, an alkyl group which may have a substituent, or an arylthio group which may have a substituent, and Ra1 and Ra2 may bond with each other to form a ring which may have a substituent.) (In the formula, Rb represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may have a substituent.)

  一种硫磺改性氯丁二烯橡胶，具有如下通式（A）表示的位于分子末端的官能团 A，其中如下通式（B）表示的位于分子末端的官能团 B 的含量与官能团 A 的含量的质量比 B/A 为 6.00 或以下，且官能团 A 和官能团 B 的总含量为 0.10 至 0.60%（以质量计）。 (式中，Ra1 和 Ra2 各自独立地代表氢原子、卤素原子、羟基、烷氧基、羧基、羧酸基、氰基、可具有取代基的烷基或可具有取代基的芳硫基，且 Ra1 和 Ra2 可相互键合形成可具有取代基的环)。 (式中，Rb 代表氢原子或具有 1 至 4 个碳原子的烷基，该烷基可能具有取代基）。
• SULFUR-MODIFIED CHLOROPRENE RUBBER AND METHOD FOR PRODUCING SAME, SULFUR-MODIFIED CHLOROPRENE RUBBER COMPOSITION, VULCANIZATE, AND MOLDED ARTICLE
  申请人：Denka Company Limited

  公开号：EP3889189A1

  公开（公告）日：2021-10-06

  A sulfur-modified chloroprene rubber having a functional group A represented by General Formula (A) below and positioned at a molecular terminal, in which a mass ratio B/A of a content of a functional group B represented by General Formula (B) below and positioned at a molecular terminal with respect to a content of the functional group A is 12.00 or less, and a total amount of the functional group A and the functional group B is 0.10 to 1.00% by mass. (In the formula, Ra1 and Ra2 each independently represent a hydrogen atom, a halogen atom, a hydroxy group, an alkoxy group, a carboxy group, a carboxylate group, a cyano group, an alkyl group which may have a substituent, or an arylthio group which may have a substituent, and Ra1 and Ra2 may bond with each other to form a ring which may have a substituent.) (In the formula, Rb1 and Rb2 each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent.)

  一种硫磺改性氯丁二烯橡胶，具有如下通式（A）表示的位于分子末端的官能团 A，其中如下通式（B）表示的位于分子末端的官能团 B 的含量与官能团 A 的含量的质量比 B/A 为 12.00 或以下，且官能团 A 和官能团 B 的总含量为 0.10 至 1.00%（质量百分比）。 (式中，Ra1 和 Ra2 各自独立地代表氢原子、卤素原子、羟基、烷氧基、羧基、羧酸基、氰基、可具有取代基的烷基或可具有取代基的芳硫基，且 Ra1 和 Ra2 可相互键合形成可具有取代基的环)。 (在式中，Rb1 和 Rb2 各自独立地代表可能具有取代基的烷基或可能具有取代基的芳基）。
• COMPOSITION DE CAOUTCHOUC COMPRENANT UNE THIAZOLINE
  申请人：COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN

  公开号：EP2486089A1

  公开（公告）日：2012-08-15