N¹,N¹,N⁷,N⁷-tetramethyl-2,6-dithiaheptane-1,7-diamine | 1369273-05-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 异硫脲类
• 英文名称: N¹,N¹,N⁷,N⁷-tetramethyl-2,6-dithiaheptane-1,7-diamine
• 英文别名: n1,n1,n7,n7-Tetramethyl-2,6-dithiaheptane-1,7-diamine；1-[3-[(dimethylamino)methylsulfanyl]propylsulfanyl]-N,N-dimethylmethanamine
• CAS: 1369273-05-1
• 化学式: C₉H₂₂N₂S₂
• 分子量: 222.419
• InChiKey: BNEXTSOMNBBLEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氨基-5-硝基噻唑 、 N¹,N¹,N⁷,N⁷-tetramethyl-2,6-dithiaheptane-1,7-diamine 以 氯仿 为溶剂， 反应 0.75h， 生成 3-(5-nitro-1,3-thiazol-2-yl)-1,5,3-dithiazocane
  参考文献：
  名称：

  Synthesis of 3-hetaryl-1,5,3-dithiazepanes and 3-hetaryl-1,5,3-dithiazocanes in the presence of catalysts based on transition metals

  摘要：

  Efficient procedure was developed for 3-hetaryl-1,5,3-dithiazepanes and 3-hetaryl-1,5,3-dithiazocanes preparation from hetarylamines, N,N,N',N'-tetramethylmethanediamine, and alpha,omega-alkanedithiols (ethane-1,2-dithiol, propane-1,3-dithiol), and also by the reaction of the latter with N,N-bis(methoxymethyl)hetarylamines in the presence of catalytic quantities of transition metals salts.

  DOI：

  10.1134/s1070428013050035
• 作为产物：
  描述：

  1,3-丙二硫醇 、 四甲基甲烷二胺 在 samarium(III) chloride hexahydrate 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以86%的产率得到N¹,N¹,N⁷,N⁷-tetramethyl-2,6-dithiaheptane-1,7-diamine
  参考文献：
  名称：

  N,N,N′,N′-tetramethylmethanediamine, efficient reagent for thioles aminomethylation

  摘要：

  Efficient method was developed for thiols aminomethylation using N,N,N',N'-tetra-methylmethanediamine in the presence of Sm and Fe salts. Aminosulfides were obtained in high yields and selectivity.

  DOI：

  10.1134/s1070428012020042

文献信息

• Synthesis of a new class of heterocycles 1,7-dithia-3,5-diazacycloalkan(e)-4-(thi)ones using Cs- and Rb-containing catalysts
  作者：Regina R. Khairullina、Alfiya R. Geniyatova、Tatyana V. Tyumkina、Diana S. Karamzina、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tet.2017.10.068

  日期：2017.12

  under the action of catalysts based on Rb and Cs salts. A theoretical conformational analysis has been carried out on the example of 1,7-dithia-3,5-diazacycloethane-4-thione, being a representative of new heteromacrocycles with flattened -HN(CO)NH- fragment.

  通过（硫代）脲的环硫甲基化反应，已开发出一种有效的合成1,7-二硫代-3,5-二氮杂环烷烃-4-酮和1,7-二硫代-3,5-二氮杂环烷烃-4-硫酮的方法。与双（N，N-二甲基氨基）甲烷和α，ω-链烷二硫醇，如1,2-乙二硫醇，1,3-丙二硫醇，1,4-丁二硫醇，1,5-戊二硫醇和1,6-己二硫醇Rb和Cs盐的催化剂的催化作用 对1,7-二硫代-3,5-二氮杂环乙烷-4-硫酮的实例进行了理论构象分析，该实例是具有-HN（CO）NH-片段扁平化的新杂大环的代表。
• Catalytic thiomethylation of regioisomeric aminobenzamides using bis(N,N-dimethylamino)methane and α,ω-alkanedithiols
  作者：R. R. Khairullina、T. V. Tyumkina、A. G. Ibragimov

  DOI：10.1007/s11172-021-3147-x

  日期：2021.4

  chemoselective synthesis of acyclic and cyclic S-containing aminobenzamides was developed. The method involved samarium-catalyzed thiomethylation of regioisomeric aminobenzamides at the amino group using either bis(N,N-dimethylamino)methane and α,ω-alkanedithiols or bis-1,3-aminosulfides.

  开发了无环和环状含S氨基苯甲酰胺的化学选择性合成方法。该方法包括使用双（N，N-二甲基氨基）甲烷和α，ω-烷二硫醇或双-1,3-氨基硫化物进行sa催化的区域异构氨基苯甲酰胺在氨基上的硫甲基化。
• Catalytic thiomethylation of carboxylic acid hydrazides
  作者：R. R. Khairullina、B. F. Akmanov、R. V. Kunakova、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1007/s11172-013-0013-5

  日期：2013.1

  Thiomethylation of carboxylic acid hydrazides with dimethylaminomethyl sulfides RSCH2NMe2 yielded the corresponding N′,N′-bis(sulfanylmethyl)carbohydrazides. When bis-sulfides Me2NCH2S(CH2)nSCH2NMe2 (n = 2–4) are used for thiomethylation, N-(acylamino)-substituted 1,5-dithia-3-azacycloalkanes are formed. These compounds can also be synthesized by CuCl2·2H2O-catalyzed thiomethylation of carboxylic acid hydrazides

  羧酸酰肼与二甲氨基甲基硫化物 RS NMe2 的硫甲基化产生相应的 N',N'-双（硫烷基甲基）碳酰肼。当双硫化物 Me2N S(CH2)nS NMe2 (n = 2–4) 用于硫甲基化时，会形成 N-(酰基氨基)-取代的 1,5-dithia-3-azacycloalkanes。这些化合物也可以通过 CuCl2·2H2O 催化的羧酸酰肼与 O 和硫醇或 α,ω-链烷二硫醇的硫甲基化反应来合成。
• Catalytic Synthesis of N-Aryl-1,5,3-dithiazocanes
  作者：E. B. Rakhimova、I. V. Ozden、A. G. Ibragimov

  DOI：10.1134/s107042802003029x

  日期：2020.3

  An efficient procedure has been developed for the synthesis of N-aryl-1,5,3-dithiazocanes and 1,1 '-biphenylenebis(1,5,3-dithiazocanes) by heterocyclization of N-1,N-1,N-7,N-7-tetramethyl-2,6-dithiaheptane-1,7-diamine with aromatic amines or 4,4 '-methylene(or sulfonyl)dianiline in the presence of Sm(NO3)(3)center dot 6H(2)O as catalyst.
• Hydrazines in the synthesis of N-substituted 1,5,3-dithiazocan-3-amines catalyzed by Ti and Cu compounds
  作者：N. N. Makhmudiyarova、K. I. Prokof’ev、L. V. Mudarisova、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s1070428013050023

  日期：2013.5

  Efficient preparation method was developed for N-aryl(benzyl, alkyl)-1,5,3-dithiazocan-3-amines consisting in the transamination of 3-tert-butyl-1,5,3-dithiazocane with aryl(benzyl)hydrazines, and also in the reaction of N (1),N (1),N (7),N (7)-tetramethyl-2,6-dithiaheptane-1,7-diamine with aryl(benzyl, alkyl)hydrazines in the presence of catalytic amounts of Ti and Cu compounds.