S-(4-chlorophenyl)-N,N-diethylcarbamate | 51861-26-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: S-(4-chlorophenyl)-N,N-diethylcarbamate
• 英文别名: S-4-chlorophenyl diethylcarbamothioate；Carbamothioic acid, diethyl-, S-(4-chlorophenyl) ester；S-(4-chlorophenyl) N,N-diethylcarbamothioate
• CAS: 51861-26-8
• 化学式: C₁₁H₁₄ClNOS
• 分子量: 243.757
• InChiKey: MVNBYPZWPKBFIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,4'-二氯二苯二硫醚 在 叔丁基过氧化氢 、 碘 、 罗丹明B 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 22.0h， 生成 S-(4-chlorophenyl)-N,N-diethylcarbamate
  参考文献：
  名称：

  可见光促进硫代磺酸盐和 N-取代甲酰胺合成仲和叔硫代氨基甲酸盐

  摘要：

  开发了从硫代磺酸盐和N-取代甲酰胺开始的一般可见光促进的无金属合成二级和三级硫代氨基甲酸盐。以罗丹明 B 为光催化剂，叔丁基过氧化氢（TBHP）为氧化剂，在室温下蓝光照射 12 小时，直接将酰基 C-H 键硫醇化，可以得到大范围的硫代氨基甲酸酯。

  DOI：

  10.1039/d1ob01592c

文献信息

• A Facile Method for the Synthesis of Thiocarbamates:  Palladium-Catalyzed Reaction of Disulfide, Amine, and Carbon Monoxide
  作者：Yutaka Nishiyama、Hiroaki Kawamatsu、Noboru Sonoda

  DOI：10.1021/jo048350h

  日期：2005.4.1

  the synthesis of thiocarbamates has been developed. When dialkyl or diaryl disulfides were allowed to react with secondary amines and carbon monoxide in the presence of a catalytic amount of a palladium complex, the thiocarbamates were obtained in moderate to good yields. In contrast to that of secondary amines, in the reaction of a primary amine, no formation of thiocarbamate was confirmed, but urea

  已经开发了合成硫代氨基甲酸酯的新方法。当在催化量的钯配合物存在下使二烷基或二芳基二硫化物与仲胺和一氧化碳反应时，以中等至良好的产率获得了硫代氨基甲酸酯。与仲胺相反，在伯胺的反应中，未确认到硫代氨基甲酸酯的形成，但是以高收率形成了尿素。
• Method for producing a cyclohexenone oxime ether lithium salt, products which can be obtained using this method, the use thereof and corresponding plant protection agents
  申请人：——

  公开号：US20040014988A1

  公开（公告）日：2004-01-22

  A process for preparing 2-{1-[2-(4-chlorophenoxy)propoxyimino]-butyl}-3-hydroxy-5-(tetrahydrothiopyran-3-yl)cyclohex-2-enone lithium salt by reacting the corresponding acid 2-{1-[2-(4-chlorophenoxy)-propoxyimino]butyl}-3-hydroxy-5-(tetrahydrothiopyran-3-yl)-cyclohex-2-enone and lithium hydroxide and the isolation of the lithium salt are described. Here, it is advantageous to use a solvent mixture which comprises methanol and at least one aromatic hydrocarbon and to remove at least some of the solvent prior to the isolation. It is particularly preferred to dissolve the acid in an aromatic hydrocarbon, preferably toluene, and to use a methanolic lithium hydroxide solution. The product, which can be obtained in a more efficient manner by this process, furthermore has considerable advantages with respect to formulation.

  一种制备 2-{1-[2-(4-氯苯氧基)丙氧基亚氨基]-丁基}-3-羟基-5-(四氢噻喃-3-基)环己-2-烯酮锂盐的工艺，通过将相应的酸 2-&lcub；描述了 1-[2-(4-氯苯氧基)-丙氧基亚氨基]丁基}-3-羟基-5-(四氢噻喃-3-基)-环己-2-烯酮和氢氧化锂的反应以及锂盐的分离。在此，最好使用一种由甲醇和至少一种芳香烃组成的混合溶剂，并在分离前除去至少部分溶剂。特别优选的是将酸溶解在芳香烃中，最好是甲苯，并使用甲醇氢氧化锂溶液。 通过这种工艺可以更有效地获得产品，而且在配方方面也有相当大的优势。
• Palladium-Catalyzed Azathiolation of Carbon Monoxide
  作者：Hitoshi Kuniyasu、Hiroshi Hiraike、Masaki Morita、Aoi Tanaka、Kunihiko Sugoh、Hideo Kurosawa

  DOI：10.1021/jo9823137

  日期：1999.10.1

  A novel palladium-catalyzed azathiolation of carbon monoxide using sulfenamide (RSNR'(2)) (1) is described to provide thiocarbamate 2 in good yields. The mechanistic proposal includes the following: (1) insertion of CO into Pd-S bond of Pd(SR)(2)(PPh3)(n) 4 to provide Pd[C(O)SR](SR)-(PPh3)(n) 5 and (2) sigma-bond metathesis between S-N and Pd-C(O) bonds to afford 2 with the regeneration of 4.
• US6989453B2
  申请人：——

  公开号：US6989453B2

  公开（公告）日：2006-01-24
• Visible-light-promoted synthesis of secondary and tertiary thiocarbamates from thiosulfonates and <i>N</i>-substituted formamides
  作者：Wen-Zhu Bi、Wen-Jie Zhang、Zi-Jie Li、Yuan-Hao He、Su-Xiang Feng、Yang Geng、Xiao-Lan Chen、Ling-Bo Qu

  DOI：10.1039/d1ob01592c

  日期：——

  A general visible-light-promoted metal-free synthesis of secondary and tertiary thiocarbamates starting from thiosulfonates and N-substituted formamides is developed. By employing rhodamine B as a photocatalyst and tert-butyl hydroperoxide (TBHP) as an oxidant, a wide scope of thiocarbamates can be obtained through direct thiolation of acyl C–H bonds under irradiation of blue light at room temperature

  开发了从硫代磺酸盐和N-取代甲酰胺开始的一般可见光促进的无金属合成二级和三级硫代氨基甲酸盐。以罗丹明 B 为光催化剂，叔丁基过氧化氢（TBHP）为氧化剂，在室温下蓝光照射 12 小时，直接将酰基 C-H 键硫醇化，可以得到大范围的硫代氨基甲酸酯。