5-amino-3-chloro-1,2,4-triazole | 130631-49-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 5-amino-3-chloro-1,2,4-triazole
• 英文别名: 5-chloro-1H-[1,2,4]triazol-3-ylamine；5-chloro-1H-1,2,4-triazol-3-amine
• CAS: 130631-49-1
• 化学式: C₂H₃ClN₄
• 分子量: 118.526
• InChiKey: CZYCHLFFXNRBGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-amino-3-chloro-1,2,4-triazole 在 sodium tungstate 、 水 、 双氧水 作用下， 反应 24.0h， 以85%的产率得到5-氯-3-硝基-1H-1,2,4-三唑
  参考文献：
  名称：

  Kofman; Paketina, Russian Journal of Organic Chemistry, 1997, vol. 33, # 8, p. 1125 - 1132

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二氨基-1,2,4-三氮唑 在 盐酸 、 氢氧化钾 、 sodium nitrite 作用下， 以 水 为溶剂， 以50%的产率得到5-amino-3-chloro-1,2,4-triazole
  参考文献：
  名称：

  Kofman, T. P.; Uspenskaya, T. L.; Pevzner, M. S., Russian Journal of Organic Chemistry, 1993, vol. 29, # 11.2, p. 1942 - 1943

  摘要：

  DOI：

文献信息

• 5-amino-1,2,4-triazole-3-sulfonamides
  申请人：DowElanco

  公开号：US05359079A1

  公开（公告）日：1994-10-25

  5-Amino-1,2,4-triazole-3-sulfonamides, which are intermediates for substituted 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide herbicides are prepared in two steps from 5-amino-3-mercapto-1,2,4-triazole by chlorination in a medium containing an aqueous acid to obtain 5-amino-3-chlorosulfonyl-1,2,4-triazole and subsequent condensation of this intermediate with substituted anilines. The condensation reaction takes place either in the presence or absence of an acid scavenging base.

  5-氨基-1,2,4-三唑-3-磺酰胺是取代的1,2,4-三唑[1,5-a]嘧啶-2-磺酰胺除草剂的中间体，通过两步反应从5-氨基-3-巯基-1,2,4-三唑制备而成。首先，在含���水酸的介质中进行氯化反应，得到5-氨基-3-氯磺酰基-1,2,4-三唑，然后将该中间体与取代的苯胺进行缩合反应。缩合反应可以在酸碱中和或不和酸中和的情况下进行。
• 2-Substituted 7-Aminoazolopyrimidines, Processes For Their Preparation And Their Use For Controlling Harmful Fungi, And Compositions Comprising These Compounds
  申请人：Grammenos Wassilios

  公开号：US20080139581A1

  公开（公告）日：2008-06-12

  2-Substituted 7-aminoazolopyrimidines of the formula I in which the substituents are as defined below: R 1 is hydrogen, halogen, cyano, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkoxyalkyl, benzyloxyalkyl, alkoxyalkenyl or alkoxyalkynyl; R 2 is hydrogen, halogen, cyano, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkoxyalkyl and alkylthioalkyl, where the carbon chains in R 1 and/or R 2 may be substituted according to the description; R 3 is halogen, cyano, NR A R B , hydroxyl, mercapto, alkyl, haloalkyl, cycloalkyl, alkoxy, alkylthio, cycloalkoxy, cycloalkylthio, carboxyl, formyl, alkylcarbonyl, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, phenyl, phenoxy, phenylthio, benzyloxy, benzylthio, alkyl-S(O) m —; A is N and CR x ; R x is hydrogen or one of the groups mentioned under R 3 ; processes and intermediates for preparing these compounds, compositions comprising them and their use for controlling phytopathogenic harmful fungi.

  公式I中的2-取代7-氨基咪唑嘧啶，其中取代基的定义如下： R1为氢、卤素、氰基、烷基、卤代烷基、烯基、炔基、环烷基、烷氧基、烷氧基烷基、苄氧基烷基、烷氧基烯基或烷氧基炔基； R2为氢、卤素、氰基、烷基、卤代烷基、烯基、炔基、环烷基、烷氧基、烷氧基烷基和烷硫基烷基，其中R1和/或R2中的碳链可按照描述进行取代； R3为卤素、氰基、NRARB、羟基、巯基、烷基、卤代烷基、环烷基、烷氧基、烷硫基、环烷氧基、环烷基硫基、羧基、甲酰基、烷基羰基、烷氧基羰基、烯基氧基羰基、炔基氧基羰基、苯基、苯氧基、苯基硫基、苄氧基、苄基硫基、烷基-S（O）m-； A为N和CRx； Rx为氢或R3中提到的一种基团； 用于制备这些化合物的过程和中间体，包含它们的组合物以及它们用于控制植物病原真菌的用途。
• WO2006/92428
  申请人：——

  公开号：——

  公开（公告）日：——
• ——
  作者：T. P. Kofman、G. Yu. Kartseva

  DOI：10.1023/a:1012460103654

  日期：——

  A series of 5-substituted 3-nitro-1-vinyl-1,2,4-triazoles were synthesized by alkaline treatment of the corresponding 1-(2-haloethyl- or 2-nitroxyethyl)-3-nitro-1,2,4-triazoles and by transvinylation of NH acids of the same series with vinyl acetate. The scope of applicability of the transvinylation procedure was established with respect to the azole pK(a) value. The vinylic double bond on the nitrogen was shown to be inactive toward both nucleophilic and electrophilic reagents, whereas the halogen atom in position 5 exhibits enhanced reactivity. The latter factor provides the possibility for versatile structural modification via nucleophilic replacement of the 5-halogen atom by various groups, including triazolate ion.
• ——
  作者：T. P. Kofman

  DOI：10.1023/a:1013100716588

  日期：——

  Heterylation of 3-R-1-5-R-2-1,2,4-triazoles (pK(a) 3-12) with N-alkyl-, N-alkenyl-, N-alkoxycarbonyl-, N-oxoalkyl-, N-nitroxyalkyl, and N-nitroaminoalkyl-3,5-dinitro-1,2,4-triazoles results in substitution of a nitro group in 5 position of the dinitro compound yielding 1-R-methyl-3-nitro-5-(3-R-1-5-R-2-1,2,4-triazolyl)-1,2,4-triazoles. The side processes: Hydroxide-ion attack on C-5 and (or) N-1 of the ring both in the substrate and in the target compound afford 1-R-methyl-3-nitro-1,2,4-triazol-5-ones, 3,5-dinitro-1,2,4-triazole and NH-acids of N-C-bitriazole series. Optimal reaction media are aprotic dipolar substances, and for compounds prone to heterolysis ethyl acetate-water systems. The azole pK(a) is the decisive factor controlling the composition and the ratio of reaction products. The process is promising for azoles with pK(a) > 5, and the optimal range of pK(a) is 8-10.