N,N-diethyl thiophosphorodichloridate | 2523-98-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 英文名称: N,N-diethyl thiophosphorodichloridate
• 英文别名: N,N-diethylaminothiophoshoroaminodichloridate；N,N-diethylchlorothiophosphoramidate；diethyl-amidothiophosphoryl chloride；Thiophosphorsaeure-dichlorid-diaethylamid；Diaethyl-amidothiophosphorylchlorid；Diaethylamin-N-sulfochlorphosphin；Phosphoramidothioic dichloride, diethyl-；N-dichlorophosphinothioyl-N-ethylethanamine
• CAS: 2523-98-0
• 化学式: C₄H₁₀Cl₂NPS
• 分子量: 206.076
• InChiKey: GUIDDMDCKCUKEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-diethyl thiophosphorodichloridate 在 苯酚 作用下， 生成 diethyl-amidothiophosphoric acid O,O'-diphenyl ester
  参考文献：
  名称：

  Michaelis, Justus Liebigs Annalen der Chemie, 1903, vol. 326, p. 210

  摘要：

  DOI：
• 作为产物：
  描述：

  二乙基二氯膦酰胺 在 tetraphosphorus decasulfide 、 六甲基二硅氧烷 作用下， 以90%的产率得到N,N-diethyl thiophosphorodichloridate
  参考文献：
  名称：

  Thionation of phosphoramidodichloridates and phosphoramidate diesters using phosphorus pentasulfide and hexamethyldisiloxane under microwave irradiation. Part 1

  摘要：

  A new, mild, efficient, and solvent-free microwave promoted synthesis of thiophosphoramidodichloridates and thiophosphoramidate diesters is described. The thionation reaction was accelerated with microwave irradiation using the combination of P4S10 and HMDO. The conversion of P=O to P=S by this method gave the desired product in higher yields and shorter reaction times as compared to conventional methods. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.099

文献信息

• Synthesis of novel chiral 2-oxo- and 2-thio-1,3,2-oxazaphospholidines via asymmetric cyclization ofL-methionol with (thio)phosphoryl dichlorides
  作者：Ling-yan Liu、Ru-yu Chen、You Huang

  DOI：10.1002/hc.20060

  日期：——

  In order to search for novel antitumor and antiviral agents with high activity and low toxicity, a series of chiral 2-thio(oxo)-1,3,2-oxazaphospholidines were synthesized via the reaction of L-methionol with all kinds of (thio)phosphoryl dichlorides in THF in the presence of triethylamine at room temperature. The structures of all of the new compounds were confirmed by elemental analyses, 1H, 31P NMR

  为了寻找新的高活性、低毒的抗肿瘤和抗病毒药物，通过L-甲硫氨醇与各种（硫代）反应合成了一系列手性2-硫代（氧代）-1,3,2-氧氮杂磷脂。 ) 在室温下，在三乙胺存在下，在四氢呋喃中的磷酰二氯。所有新化合物的结构均通过元素分析、1H、31P NMR 和 IR 光谱证实。© 2005 Wiley Periodicals, Inc. 杂原子化学 16:33–38, 2005; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20060
• An easy access to tertiary amides from aldehydes and N,N-dialkylchlorothiophosphoramidates
  作者：Uma Pathak、Shubhankar Bhattacharyya、Lokesh kumar Pandey、Sweta Mathur、Rajeev Jain

  DOI：10.1039/c3ra45781h

  日期：——

  A mechanistically unprecedented approach for the formation of tertiary amides from N,N-dialkylchlorothiophosphoramidates and aldehydes has been developed. The reaction occurred via the activation of aldehydes with N,N-dialkylchlorothiophosphoramidates followed by amidation with dialkylamine pendent of the same phosphoramidate.

  一种在机制上前所未有的方法已被开发，用于从N,N-二烷基氯硫膦酰胺和醛中形成三级酰胺。该反应通过N,N-二烷基氯硫膦酰胺对醛的活化发生，然后与相同膦酰胺的二烷基胺发生酰胺化反应。
• A new mechanism for nucleophilic substitution at a thiophosphoryl centre revealed by the reaction of diisopropylamine with PSCl3
  作者：Martin J. P. Harger

  DOI：10.1039/b502615f

  日期：——

  The reaction of PSCl3 with Pri2NH at 60 °C affords the disubstitution product (Pri2N)2P(S)Cl without first forming the monosubstitution product Pri2NP(S)Cl2; a PIII compound (possibly PCl3) generated in situ seems to be a crucial intermediate.

  PSCl3 与 Pri2NH 在 60 °C 下反应生成二取代产物 (Pri2N)2P(S)Cl，而不会首先生成单取代产物 Pri2NP(S)Cl2；原位生成的 PIII 化合物（可能是 PCl3）似乎是一个关键的中间体。
• THE ISOMERIZATION/CHLORINATION OF O,O-DIALLYL THIOPHOSPHORO (-NO)THIONATES WITH PHOSPHORUS OXYCHLORIDE — A NEW CONVENIENT METHOD FOR SYNTHESIS OF S-ALLYL THIOPHOSPHORIC(-NIC) ACID DERIVATIVES
  作者：ZHENG JIE HE、JU XIANG LIU、ZHENG HONG ZHOU、CHU CHI TANG

  DOI：10.1080/10426509808545475

  日期：1998.2.1

  gave S-allyl thiophosphoro(-no)chloride, which reacted with subsitituted phenol in chloroform in the presence of triethylamine to afford eighteen new S-allyl thiophosphoric(-nic) acid derivatives. Thus, a new convenient method has been provided for synthesis of the title compounds.

  O,O-二烯丙基硫代磷酸（-no）硫代磷酸盐与三氯氧化磷的异构化/氯化得到 S-烯丙基硫代磷酸（-no）氯化物，在三乙胺的存在下，它与取代的苯酚在氯仿中反应，得到十八种新的 S-烯丙基硫代磷酸(-nic) 酸衍生物。因此，为标题化合物的合成提供了一种新的方便的方法。
• Novel N-aliphatic and N,N-aliphatic phosphoric triamide urease inhibitors and urease inhibited urea based fertilizer compositions
  申请人：ALLIED CORPORATION

  公开号：EP0119487A1

  公开（公告）日：1984-09-26

  The invention relates to novel urease inhibited fertilizer. compositions containing urea and a urease inhibiting amount of one or more phosphoric triamide compounds, and methods and composition for inhibiting the urease catalyzed hydrolysis of urea through use of such compounds.

  本发明涉及新型脲酶抑制肥料，包括含有尿素和脲酶抑制量的一种或多种磷酸三酰胺化合物的组合物，以及通过使用此类化合物抑制脲酶催化的尿素水解的方法和组合物。