S-(2,3-epithiopropyl) N,N-diethylthiocarbamate | 27347-38-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: S-(2,3-epithiopropyl) N,N-diethylthiocarbamate
• 英文别名: S-(2,3-epithiopropyl)-N,N-diethylthiocarbamate；S-(2,3-epithiopropyl) diethylthiocarbamate；S-thiiran-2-ylmethyl-diethylcarbamothioate；S-[(Thiiran-2-yl)methyl] diethylcarbamothioate；S-(thiiran-2-ylmethyl) N,N-diethylcarbamothioate
• CAS: 27347-38-2
• 化学式: C₈H₁₅NOS₂
• 分子量: 205.345
• InChiKey: ZSQNBICZKOAZKC-UHFFFAOYSA-N

物化性质

• 沸点：
  108 °C
• 密度：
  1.1271 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-(2,3-epithiopropyl) N,N-diethylthiocarbamate 、 苯胺 反应 6.0h， 以63%的产率得到S-(1-diethylcarbamato)-3-N-phenylamino-2-propanethiol
  参考文献：
  名称：

  Synthesis and antioxidative activity of N,N-diethylthiocarbamate-containing 1,2-aminopropanethiols

  摘要：

  Method for synthesis of S-(1,2-epithiopropyl)-N,N-diethylthiocarbamate, which is a key compound for production of various aryl-substituted 1,2-aminopropanethiols, was developed. The antioxidative activity of the compounds synthesized was studied.

  DOI：

  10.1134/s107042720912012x
• 作为产物：
  描述：

  3-chloro-2-hydroxypropyl diethyldithiocarbamate 在 三乙胺 作用下， 生成 S-(2,3-epithiopropyl) N,N-diethylthiocarbamate
  参考文献：
  名称：

  Nedolya, N. A.; Dymchenko, V. I.; Yanilkina, R. L., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 5.1, p. 855 - 859

  摘要：

  DOI：

文献信息

• Synthesis of <i>S</i>-(2-Thioxo-1,3-dithiolan-4-yl)methyl Dialkylcarbamothioate and <i>S</i>-Thiiran-2-ylmethyl Dialkylcarbamothioate via Intermolecular O−S Rearrangement in Water^,
  作者：Nand Lal、Lalit Kumar、Amit Sarswat、Santosh Jangir、Vishnu Lal Sharma

  DOI：10.1021/ol2005825

  日期：2011.5.6

  3-dithiolan-4-yl)methyl dialkylcarbamothioates (3) and S-thiiran-2-ylmethyl dialkylcarbamothioate (5) has been reported by the reaction of 5-(chloromethyl)-1,3-oxathiolane-2-thione (1) with sodium dialkylcarbamodithioate (2) and dialkylamine (4), respectively, through intermolecular O−S rearrangement in water. A plausible mechanism of formation of the title compounds has also been proposed.

  据报道，通过5-（氯甲基）的反应可以轻松合成S-（2-硫代-1,3-二硫杂环戊-4-基）甲基二烷基氨基甲酸酯（3）和S-噻喃-2-基甲基二烷基氨基甲酸酯（5）。 -1,3-氧杂硫杂环戊烷-2-硫酮（1）与二烷基氨基甲磺酸二钠（2）和二烷基胺（4）通过在水中的分子间OS重排。还提出了标题化合物形成的合理机理。
• S-acyl derivatives of 3-mercapto-2-chloroproopyl n,n-dialkylthiolcarbamates
  申请人：GULF RESEARCH AND DEVELOPMENT COMPANY

  公开号：US03723493A1

  公开（公告）日：1973-03-27

  Undesired vegetation, particularly noxious grasses in growing crops, are combated by pre-emergent application of selective herbicides made by reacting an organic compound having a reactive halogen substituent with a 2,3-epithiopropyl N,N-dialkylthiolcarbamate to yield a compound of the structural formula IN WHICH R and R' represent hydrocarbon substituents containing less than 10 carbon atoms, X is halogen, preferably bromine or chlorine and Y may be alkanoyl, chloroalkanoyl, bromoalkanoyl, alkoxyalkanoyl, N,N-dialkylcarbamyl, carbalkoxycarbonyl, alkoxymethyl, alkoxyethyl, chlorobenzoyl, bromobenzoyl, chlorophenoxyacetyl, bromophenoxyacetal, cyclopropylcarbonyl, cyano, methanesulfonyl, alkanoylmethyl alkylmercaptomethyl, nitrobenzoyl, chlorocarbalkoxyl, bromocarbalkoxyl, ethynylmethyl, dialkylphosphono, dialkylthiophosphono or alkylmercaptocarbonyl, said alkanoyl, alkoxy, carbalkoxy and alkyl structures containing less than 10 carbon atoms.

  不受欢迎的植物，特别是在种植作物中的有害草草，通过在苗前施用选择性除草剂来进行控制，该除草剂是通过将具有反应性卤素取代基的有机化合物与2,3-环硫丙基N，N-二烷基硫代氨基甲酸酯反应而制得的，从而得到一种具有结构式的化合物，其中R和R'代表含有不超过10个碳原子的碳氢基取代基，X为卤素，优选溴或氯，Y可以是烷酰基，氯代烷酰基，溴代烷酰基，烷氧基烷酰基，N，N-二烷基氨基甲酰基，羰基氧羰基，烷氧基甲基，烷氧基乙基，氯苯甲酰基，溴苯甲酰基，氯苯氧乙酰基，溴苯氧乙酰基，环丙基羰基，氰基，甲磺酰基，烷酰基甲基烷基硫代甲基，硝基苯甲酰基，氯代羰基氧羰基，溴代羰基氧羰基，乙炔基甲基，二烷基膦酸酯，二烷基硫代膦酸酯或烷硫代羰基，所述的烷酰基，烷氧基，羰基氧羰基和烷基结构含有不超过10个碳原子。
• Synthesis of disulfide esters of dialkylaminocarbothioic acid as potent, non-detergent spermicidal agents
  作者：Anil Kumar Dwivedi、Vishnu Lal Sharma、Niharika Kumaria、S.T.V.S. Kiran Kumar、Pradeep Kumar Srivastava、Abdul Haq Ansari、Jagdamba Prasad Maikhuri、Gopal Gupta、Janak Dulari Dhar、Raja Roy、Bhawani Shankar Joshi、Praveen Kumar Shukla、Manish Kumar、Satyawan Singh

  DOI：10.1016/j.bmc.2007.08.024

  日期：2007.11

  bamate) (14-31) were prepared and evaluated for the spermicidal activity and antifungal activity. Dialkyldithiocarbamates (1-5) were reacted with epichlorohydrin to give 1-dialkylaminocarbothioic acid S-[(2,3-epithio)propyl]ester (7-11), these on further reaction with a secondary amine gave S,S'-[disulfanediylbis(dialkylaminopropane-2,1-diyl)]bis- (dialkylaminothiocarbamate) (14-31). Some of these

  制备了S，S′-[二硫代二基双（二烷基氨基丙烷-2，1-二基）]双-（二烷基氨基硫代氨基甲酸酯）（14-31），并评价了其杀精活性和抗真菌活性。使二烷基二硫代氨基甲酸酯（1-5）与表氯醇反应，得到1-二烷基氨基碳硫代酸S-[（（2,3-表硫代）丙基]酯（7-11），再与仲胺反应得到S，S'-[二硫代二基双（二烷基氨基丙烷-2,1-二基）]双-（二烷基氨基硫代氨基甲酸酯）（14-31）。发现其中一些化合物（16、19-21、23、30、31）是非常有效的杀真菌剂，具有有限的抗真菌活性。两种化合物（20、21）的活性是当前市场上的杀精子剂壬诺酚9（N-9）的25倍。
• Selectively herbicidal 3-substituted-2-halopropyl thiolcarbamates and method of combating undesired vegetation
  申请人：GULF RESEARCH AND DEVELOPMENT COMPANY

  公开号：US03628945A1

  公开（公告）日：1971-12-21
• Allakhverdiev, M. A.; Farzaliev, V. M.; Khalilova, A. Z., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 1227 - 1228
  作者：Allakhverdiev, M. A.、Farzaliev, V. M.、Khalilova, A. Z.

  DOI：——

  日期：——