cyclohexyl tetraethyl guanidine | 4833-48-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cyclohexyl tetraethyl guanidine
• 英文别名: Cyclohexyl-tetraethylguanidine；2-cyclohexyl-1,1,3,3-tetraethylguanidine
• CAS: 4833-48-1
• 化学式: C₁₅H₃₁N₃
• 分子量: 253.431
• InChiKey: WXIMFRYSIKGKGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  18.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二氯甲烷 、 1,5-二氨基-2-甲基戊烷 、 cyclohexyl tetraethyl guanidine 在 三氯氧磷 作用下， 以69%的产率得到1,5-二异氰酸-2-甲基戊烷
  参考文献：
  名称：

  Process for preparing isocyanates

  摘要：

  制备异氰酸酯的方法包括(a)在无极性有机溶剂和有机氮碱存在的情况下，将二氧化碳和一级胺接触以产生相应的铵氨基碳酸盐，以及(b)将铵氨基碳酸盐与亲电性或亲氧性脱水剂反应以产生相应的异氰酸酯。第二种实施方式包括在将铵氨基碳酸盐与亲电性或亲氧性脱水剂在无极性有机溶剂和有机氮碱存在的情况下反应之前，回收步骤(a)中的铵氨基碳酸盐。

  公开号：

  US05189205A1
• 作为产物：
  描述：

  三氯氧磷 、 甲苯 、 cyclohexyldiethylurea 、 二乙胺 在 水 、 甲苯 、 disodium;carbonate 、 cyclohexyl tetraethyl guanidine 作用下， 以 水 为溶剂， 25.0~112.0 ℃ 、8.89 kPa 条件下， 反应 22.5h， 生成 cyclohexyl tetraethyl guanidine
  参考文献：
  名称：

  Synthesis of penta-substituted guanidines

  摘要：

  该发明涉及一种新型的立体位阻的五取代脲胍的合成方法，该方法首先将异氰酸酯与二取代胺反应（1a），或将脲与两摩尔的单取代胺反应以形成三取代脲（1b），然后在活化剂的作用下处理三取代脲并在碱的存在下与第二个二取代胺反应。

  公开号：

  US05696290A1
• 作为试剂：
  描述：

  二氧化碳 、 正丁胺 、 1,4-二氯丁烷 在 cyclohexyl tetraethyl guanidine 作用下， 生成 1,4-Butanediylbis(butyl carbamate)
  参考文献：
  名称：

  Carbon Dioxide as a Phosgene Replacement: Synthesis and Mechanistic Studies of Urethanes from Amines, CO2, and Alkyl Chlorides

  摘要：

  Several carbamate esters were synthesized from amines, carbon dioxide, and alkyl chlorides. The effect of added base on the yield and selectivity of carbamate ester formation was found to be highly important with the use of sterically hindered guanidine bases giving the best results. Relative rate studies were carried out giving the following order of reactivity between carbamate anions in acetonitrile with benzyl chloride giving carbamate esters: Et(2)NCO(2)(-) = Bu(2)NCO(2)(-) > t-BuNHCO(2)(-) CyNHCO(2)(-) = s-BuNHCO(2)(-) > PhNHCO(2)(-) > CyCH(2)NHCO(2) = n-octylNHCO(2)(-) = n-BuNHCO(2)(-). Rate studies were carried out with the diethyl, s-butyl, phenyl, and n-butyl carbamates and activation parameters were determined to be Et(2)NCO(2)(-), Delta H-double dagger = 11.8 kcal/mol, Delta S-double dagger = -33 eu; s-BuNHCO(2)(-), Delta H-double dagger = 12.8 kcal/mol, Delta S-double dagger = -33 eu; PhNHCO(2)(-), Delta H-double dagger = 14.3 kcal/mol, Delta S-double dagger = -28 eu; n-BuNHCO(2)(-), Delta H-double dagger: = 23.4 kcal/mol, Delta S-double dagger = -3 eu. The unusual results obtained from the use of n-BuNHCO(2)(-) prompted further studies which showed that the rate of reaction was inversely dependent on carbon dioxide pressure (20 psig CO2, k = 4.84 x 10(-4) M(-1) s(-1); 120 psig CO2, k = 1.83 x 10(-4) M(-1) s(-1)). Nitrogen NMR spectroscopy indicated, via a labeling study with N-15 amines and C-13 enriched carbon dioxide, the formation of a doubly inserted product from the addition of two carbon dioxides to ethylamine in acetonitrile.

  DOI：

  10.1021/jo00114a035

文献信息

• Process for making substituted pyrazoles
  申请人：——

  公开号：US20030144302A1

  公开（公告）日：2003-07-31

  This invention is directed generally to a process for making substituted pyrazoles, tautomers of the substituted pyrazoles, and salts of the substituted pyrazoles and tautomers. The substituted pyrazoles correspond in structure to Formula (I): 1 wherein R 3A , R 3B , R 3C , Y 1 , Y 2 , Y 3 , Y 4 , and Y 5 are as defined in the specification.

  这项发明通常涉及制备取代吡唑，取代吡唑的互变异构体，以及取代吡唑和互变异构体的盐的过程。这些取代吡唑在结构上对应于式（I）： 1 其中R 3A ，R 3B ，R 3C ，Y 1 ，Y 2 ，Y 3 ，Y 4 和Y 5 如规范中所定义。
• [EN] PROCESS FOR PREPARING ALPHA-CARBOXAMIDE DERIVATIVES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DÉRIVÉS ALPHA-CARBOXAMIDES
  申请人：CONVERGENCE PHARMACEUTICALS

  公开号：WO2011029762A1

  公开（公告）日：2011-03-17

  The present application provides a process for the preparation of α-carboxamide pyrrolidine derivatives of formula (I), wherein R1 and R2 are independently hydrogen, C1-6alkyl or C3-6cycloalkylC1-6alkyl; or such R1 and R2, together with the nitrogen to which they are attached, may form an unsubstituted 3-, 4-, 5- or 6-membered saturated ring; X is carbon or nitrogen; n is 0, 1 or 2, wherein when present each R5 is independently selected from the list consisting of C1-3alkyl, halogen, cyano, haloC1-3alkyl, hydroxy, C1-3alkoxy and C1-3haloalkoxy; either R6 or R7 is -O-R8, -OCHR9R8, -NCH2R8 or -(CH2)2R8 wherein the other R6 or R7 is hydrogen or R5; and wherein R8 is a phenyl ring or wherein the phenyl ring is optionally substituted by one or more groups independently selected from the list consisting of C1-3alkyl, halogen, cyano, haloC1-3alkyl, hydroxy, C1-3alkoxy and C1-3haloalkoxy; and R9 is hydrogen or C1-3alkyl.

  本申请提供了一种制备式(I)的α-羧酰胺吡咯烷衍生物的过程，其中R1和R2分别是氢、C1-6烷基或C3-6环烷基C1-6烷基；或者这样的R1和R2，连同它们附着的氮，可以形成未取代的3、4、5或6-成员饱和环；X是碳或氮；n为0、1或2，当存在时，每个R5独立地从C1-3烷基、卤素、氰基、卤代C1-3烷基、羟基、C1-3烷氧基和C1-3卤代烷氧基的列表中选择；R6或R7是-O-R8、-OCHR9R8、-NCH2R8或-(CH2)2R8，另一个R6或R7是氢或R5；其中R8是苯环或苯环可以选择地由一个或多个独立选择的C1-3烷基、卤素、氰基、卤代C1-3烷基、羟基、C1-3烷氧基和C1-3卤代烷氧基基团取代；R9是氢或C1-3烷基。
• PROCESS FOR PREPARING ALPHA-CARBOXAMIDE DERIVATIVES
  申请人：Zajac Matthew Allen

  公开号：US20120226053A1

  公开（公告）日：2012-09-06

  The present application provides a process for the preparation of α-carboxamide pyrrolidine derivatives of formula (I), wherein R 1 and R 2 are independently hydrogen, C 1-6 alkyl or C 3-6 cycloalkylC 1-6 alkyl; or such R 1 and R 2 , together with the nitrogen to which they are attached, may form an unsubstituted 3-, 4-, 5- or 6-membered saturated ring; X is carbon or nitrogen; n is 0, 1 or 2, wherein when present each R 5 is independently selected from the list consisting of C 1-3 alkyl, halogen, cyano, haloC 1-3 alkyl, hydroxy, C 1-3 alkoxy and C 1-3 haloalkoxy; either R 6 or R 7 is —O—R 8 , —OCHR 9 R 8 ,—NCH 2 R 8 or —(CH 2 ) 2 R 8 wherein the other R 6 or R 7 is hydrogen or R 5 ; and wherein R 8 is a phenyl ring or wherein the phenyl ring is optionally substituted by one or more groups independently selected from the list consisting of C 1-3 alkyl, halogen, cyano, haloC 1-3 alkyl, hydroxy, C 1-3 alkoxy and C 1-3 haloalkoxy; and R 9 is hydrogen or C 1-3 alkyl.

  本申请提供了一种制备式(I)的α-羧酰胺吡咯烷衍生物的方法，其中R1和R2分别为氢、C1-6烷基或C3-6环烷基C1-6烷基；或者这样的R1和R2，与它们连接的氮一起，可以形成未取代的3、4、5或6元饱和环；X为碳或氮；n为0、1或2，其中当存在时，每个R5都独立地选自C1-3烷基、卤素、氰基、卤代C1-3烷基、羟基、C1-3烷氧基和C1-3卤代烷氧基的列表；R6或R7为—O—R8、—OCHR9R8、—NCH2R8或—（CH2）2R8，其中另一个R6或R7为氢或R5；R8为苯环或苯环可选择地被一个或多个独立选自C1-3烷基、卤素、氰基、卤代C1-3烷基、羟基、C1-3烷氧基和C1-3卤代烷氧基的基团取代；R9为氢或C1-3烷基。
• Preparation of urethane and carbonate products
  申请人：MONSANTO COMPANY

  公开号：EP0511948A2

  公开（公告）日：1992-11-04

  The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of an amidine or guanidine base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.

  本发明提供了一种用胺或醇、二氧化碳和烃基卤化物制备氨基甲酸酯和碳酸酯的工艺。胺或醇在适当的溶剂体系中，在脒基或胍基存在下与二氧化碳反应，生成氨基甲酸铵或碳酸铵盐，然后在极性非烷基溶剂中与烃基卤化物反应。聚合物产品也可利用该工艺或在标准聚合条件下利用生成的氨基甲酸乙酯和碳酸盐来制备。
• Blocked tricarbamate compounds
  申请人：MONSANTO COMPANY

  公开号：EP0556538A1

  公开（公告）日：1993-08-25

  Triblocked carbamate compounds represented by the formula: wherein R₁ is selected from the group consisting of alkyl, alkenyl, cycloalkyl, cycloalkenyl, aralkyl and aralkenyl radicals having 1 to about 22 carbon atoms, R₁₀ and R₁₁ are independently selected from the group consisting of linear or branched alkyl, alkenyl, cycloalkyl, cycloalkenyl, aralkyl, alkenaryl, alkaryl and aralkenyl radicals having 1 to about 22 carbon atoms, R₁₂, R₁₃ and R₁₄ are independently selected from the group consisting of hydrogen, and linear or branched alkyl, alkenyl, cycloalkyl, cycloalkenyl, aralkyl, alkenaryl, alkaryl and aralkenyl radicals having 1 to about 22 carbon atoms, and m is an integer from 0 to 8.

  式所代表的三嵌段氨基甲酸酯化合物： 其中 R₁选自具有 1 至约 22 个碳原子的烷基、烯基、环烷基、环烯基、芳基和芳烯醇基所组成的组，R₁₀ 和 R₁₁ 独立地选自具有 1 至约 22 个碳原子的直链或支链烷基、烯基、环烷基、环烯基、芳基、烯芳基和芳烯醇基所组成的组、R₁₂、R₁₃和 R₁₄独立地选自氢和具有 1 至 22 个碳原子的直链或支链烷基、烯基、环烷基、环烯基、芳基、烯芳基、烷芳基和芳烯基组成的组，且 m 是 0 至 8 的整数。