1-(2-氯乙基)-3-甲基-3-(N-甲基氨基甲酰基)三氮烯 | 113274-31-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-(2-氯乙基)-3-甲基-3-(N-甲基氨基甲酰基)三氮烯
• 英文名称: 1-(2-Chloroethyl)-3-methyl-3-(N-methylcarbamoyl)triazene
• 英文别名: 1-(2-chloroethyl)-3-methyl-3-(methylcarbamoyl)triazene
• CAS: 113274-31-0
• 化学式: C₅H₁₁ClN₄O
• 分子量: 178.622
• InChiKey: CJLYVUNRUJYSGI-CMDGGOBGSA-N

物化性质

• 熔点：
  48.5-49.5 °C
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  57.06
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-氯乙基)-3-甲基-3-(N-甲基氨基甲酰基)三氮烯 在 异丙胺 作用下， 生成 1-乙烯基-3-甲基-3-(N-甲基氨基甲酰基)三氮烯
  参考文献：
  名称：

  The Base-Promoted Dehydrohalogenation of 1-(2-Chloroethyl)-3-alkyl-3-acyltriazenes

  摘要：

  DOI：

  10.1021/jo00119a049
• 作为产物：
  描述：

  1-(2-hydroxyethyldiazenyl)-1,3-dimethylurea 生成 1-(2-氯乙基)-3-甲基-3-(N-甲基氨基甲酰基)三氮烯
  参考文献：
  名称：

  MICHEJDA, CHRISTOPHER J.;SMITH, RICHARD H. (JR)

  摘要：

  DOI：

文献信息

• Novel triazenes and triazolines from the base-catalyzed hydrolysis of 1,3-dialkyl-3-acyltriazenes
  作者：Richard H. Smith、Brian D. Wladkowski、Julie A. Herling、Timothy D. Pfaltzgraff、Jesse E. Taylor、Erin J. Thompson、Brunon Pruski、John R. Klose、Christopher J. Michejda

  DOI：10.1021/jo00050a016

  日期：1992.11

  The products and mechanism of hydrolytic decomposition of a series of 1,3-dialkyl-3-acyltriazenes were studied in alkaline buffers. In general the mechanism of decomposition involves deacylation leading to the formation of the parent 1,3-dialkyltriazene. The solvent deuterium isotope effect (k(H2O)/k(D2O)) is less than 1.0, indicating specific base catalysis. A plausible mechanistic explanation is rapid reversible attack by hydroxide ion, followed by rate-limiting heterolysis of the N(l)-acyl bond. The resultant, 1,3-dialkyltriazene is somewhat unstable under the reaction conditions and undergoes subsequent hydrolysis, a reaction previously shown to be specific acid-catalyzed. When the N(l) alkyl group is 2-chloroethyl, unusual products are obtained. For the 3-acetyl and 3-carbethoxy derivatives, the initial deacylation product, 1-(2-chloroethyl)-3-methyltriazene, efficiently cyclizes to form 1-methyltriazoline. The 3-(methylcarbamoyl) derivative does not deacylate, but instead undergoes dehydrohalogenation to 1-vinyl-3-methyl-3-(methylcarbamoyl)triazene.
• SMITH, RICHARD H. , JR.;MEHL, ANDREW F.;SHANTZ, DONALD L. , JR.;CHMURNY, +, J. ORG. CHEM., 53,(1988) N 7, 1467-1471
  作者：SMITH, RICHARD H. , JR.、MEHL, ANDREW F.、SHANTZ, DONALD L. , JR.、CHMURNY, +

  DOI：——

  日期：——
• US4923970A
  申请人：——

  公开号：US4923970A

  公开（公告）日：1990-05-08
• [EN] 1-(2-CHLOROETHYL)-3-ACYL-3-ALKYLTRIAZENES
  申请人：BIONETICS RESEARCH, INC.

  公开号：WO1989009207A1

  公开（公告）日：1989-10-05

  (EN) A substituted 1-(2-chlorethyl)-3-acyl-3-alkyltriazene of formula (I), in which R1 is 1-oxoalkyl containing from two to eight carbon atoms, fluorinated 1-oxoalkyls containing from two to eight carbon atoms and substituted with up to three fluorine atoms, benzoyl, phenylacetyl, carboalkoxy containing from two to eight carbon atoms, fluorinated carboalkoxy containing from two to eight carbon atoms and up to three fluorine atoms, carbophenoxy, N-phenyl aminocarbonyl, N-alkyl aminocarbonyl containing from two to eight carbon atoms, thiocarbamoyl, N-alkylthiocarbamoyls, with from two to eight carbon atoms, N-phenylthiocarbamoyl, dialkylphosphonates in which the alkyl groups can be the same or different and each contains from one to seven carbon atoms, phenylsulfonyl, and meta or para-substituted phenylsulfonyl in which the meta or para substituent is methyl, ethyl, methoxy, ethoxy, fluoro and chloro; and R2 is independently alkyl containing from one to seven carbon atoms, fluoroalkyl containing from two to seven carbon atoms and from one to three fluorine atoms in which the $g(a) carbon of the fluoroalkyl group is not substituted with fluorine, benzyl, meta or para-substituted benzyl in which the meta or para substituent is chloro, fluoro and alkoxy with from one to three carbon atoms, alkenyl containing from two to seven carbon atoms, and alkynyl containing from two to seven carbon atoms.(FR) 1-(2-chloroéthyl)-3-acyl-3-alkyltriazene substitué est représenté par la formule (I) où R1 représente un 1-oxoalkyle contenant deux à huit atomes de carbone, des 1-oxoalkyles fluorés contenant deux à huit atomes de carbone et substitués par au maximum trois atomes de fluor, un benzoyle, un phénylacétyle, un carboalkoxy contenant deux à huit atomes de carbone, un carboalkoxy fluoré contenant deux à huit atomes de carbone et au maximum trois atomes de fluor, un carbophénoxy, un aminocarbonyle N-phényle, un aminocarbonyle N-alkyle contenant deux à huit atomes de carbone, thiocarbamoyle, des N-alkylthiocarbamoyle contenant deux à huit atomes de carbone, un N-phénylthiocarbamoyle, des dialkylphosphonates dans lesquels les groupes alkyle peuvent être identiques ou différents et qui contiennent chacun un à sept atomes de carbone, un phénylsulfonyle et un phénylsulfonyle à substitution méta ou para dans lequel le substituant méta ou para est représenté par un méthyle, un éthyle, un méthoxy, un éthoxy, un fluoro et un chloro; et R2 représente séparément un alkyle contenant un à sept atomes de carbone, un fluoroalkyle contenant deux à sept atomes de carbone et un à trois atomes de fluor où le carbone $g(a) du groupe fluoroalkyle n'est pas substitué par un fluor, un benzyle, un benzyle à substitution méta ou para dans lequel le substituant méta ou para est représenté par un chloro, un fluoro, ainsi qu'un alkoxy contenant un à trois atomes de carbone, un alkényl contenant deux à sept atomes de carbone et un alkynyle contenant sept à deux atomes de carbone.
• The Base-Promoted Dehydrohalogenation of 1-(2-Chloroethyl)-3-alkyl-3-acyltriazenes
  作者：David W. Farnsworth、Brunon Pruski、Richard H. Smith

  DOI：10.1021/jo00119a049

  日期：1995.7