2-methyl-5-trifluoromethyl-2H-1,2,3-triazole-4-carboxylic acid methyl ester | 668491-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-methyl-5-trifluoromethyl-2H-1,2,3-triazole-4-carboxylic acid methyl ester
• 英文别名: methyl 2-methyl-5-(trifluoromethyl)triazole-4-carboxylate
• CAS: 668491-31-4
• 化学式: C₆H₆F₃N₃O₂
• 分子量: 209.128
• InChiKey: ZZIIFCZMFCPLKH-UHFFFAOYSA-N

物化性质

• 沸点：
  271.7±50.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-methyl-5-trifluoromethyl-2H-1,2,3-triazole-4-carboxylic acid methyl ester 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以100%的产率得到2-methyl-5-trifluoromethyl-2H-1,2,3-triazole-4-carboxylic acid
  参考文献：
  名称：

  [EN] MICROBIOCIDAL (E.G. FUNGICIDAL) 1,2,3-TRIAZOLE DERIVATIVES
  [FR] COMPOSES CHIMIQUES

  摘要：

  公开号：

  WO2004018438A3
• 作为产物：
  描述：

  2-methyl-2H-1,2,3-triazole-4,5-dicarboxylic acid monomethyl ester 在 sulfur tetrafluoride 、 氢氟酸 作用下， 以 二氯甲烷 为溶剂， -50.0~80.0 ℃ 、980.02 kPa 条件下， 反应 6.0h， 以85%的产率得到2-methyl-5-trifluoromethyl-2H-1,2,3-triazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  [EN] MICROBIOCIDAL (E.G. FUNGICIDAL) 1,2,3-TRIAZOLE DERIVATIVES
  [FR] COMPOSES CHIMIQUES

  摘要：

  公开号：

  WO2004018438A3

文献信息

• Chemical compounds
  申请人：Ehrenfreund Josef

  公开号：US20060154967A1

  公开（公告）日：2006-07-13

  A compound of formula (I):, where A is an ortho-substituted ring selected from a number of specified rings; R 1 is halogen, cyano, nitro, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy or C 1-4 haloalkoxy or optionally substituted C 2-4 alkenyl, optionally substituted C 2-4 alkynyl or optionally substituted SO2(C 1-4 alkyl) (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy); R 2 is C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy(C 1-4 )alkyl or C 1-4 alkylthio(C 1-4 )alkyl or [optionally substituted aryl](C 1-4 )alkyl- or [optionally substituted aryl]oxy(C 1-4 )alkyl (where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy); R 3 is hydrogen, CH 2 C≡CR 4 , CH 2 CR 4 ═C(H)R 4 , CH═C═CH 2 or COR 5 or optionally substituted C 1-4 alkyl, optionally substituted C 1-4 alkoxy or optionally substituted (C 1-4 )alkylC(═O)O (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy, C 1-4 alkyl, C 1-2 haloalkoxy, hydroxy, cyano, carboxyl, methoxycarbonyl, ethoxycarbonyl, methylsulfonyl and ethylsulfonyl); each R 4 is, independently, hydrogen, halogen, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy or C 1-4 alkoxy(C 1-4 )alkyl; and R 5 is hydrogen or optionally substituted C 1-6 alkyl, optionally substituted C 1-4 alkoxy, optionally substituted C 1-4 alkoxy(C 1-4 )alkyl, optionally substituted C 1-4 alkylthio(C 1-4 )alkyl or optionally substituted aryl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen, C 1-6 alkoxy, C 1-6 haloalkoxy, cyano, hydroxy, methoxycarbonyl and ethoxycarbonyl).

  化合物的化学式为（I）：其中A是从指定环中选择的邻位取代环；R1是卤素，氰基，硝基，C1-4烷基，C1-4卤代烷基，C1-4烷氧基或C1-4卤代烷氧基，或者是可选取代的C2-4烯基，可选取代的C2-4炔基或可选取代的SO2（C1-4烷基）（其中可选取代基团可以各自具有多达3个取代基，每个取代基独立选择自卤素和C1-4烷氧基）；R2是C1-4烷基，C1-4卤代烷基，C1-4烷氧基（C1-4）烷基或C1-4烷硫基（C1-4）烷基，或[可选取代芳基]（C1-4）烷基-或[可选取代芳基]氧基（C1-4）烷基（其中可选取代基团可以各自具有多达3个取代基，每个取代基独立选择自卤素和C1-4烷氧基）；R3是氢， C≡CR4， CR4═C（H）R4，CH═C═CH2或COR5，或者是可选取代的C1-4烷基，可选取代的C1-4烷氧基或可选取代的（C1-4）烷基C（═O）O（其中可选取代基团可以各自具有多达3个取代基，每个取代基独立选择自卤素和C1-4烷氧基，C1-4烷基，C1-2卤代烷氧基，羟基，氰基，羧基，甲氧羰基，乙氧羰基，甲基磺酰基和乙基磺酰基）；每个R4独立地是氢，卤素，C1-4烷基，C1-4卤代烷基，C1-4烷氧基或C1-4烷氧基（C1-4）烷基；R5是氢或可选取代的C1-6烷基，可选取代的C1-4烷氧基，可选取代的C1-4烷氧基（C1-4）烷基，可选取代的C1-4烷硫基（C1-4）烷基或可选取代的芳基（其中可选取代基团可以各自具有多达3个取代基，每个取代基独立选择自卤素，C1-6烷氧基，C1-6卤代烷氧基，氰基，羟基，甲氧羰基和乙氧羰基）。
• MICROBIOCIDAL (E.G. FUNGICIDAL) 1,2,3-TRIAZOLE DERIVATIVES
  申请人：Ehrenfreund Josef

  公开号：US20090216027A1

  公开（公告）日：2009-08-27

  A compound of formula (I): where A is an ortho-substituted ring selected from a number of specified rings; R 1 is halogen, cyano, nitro, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy or C 1-4 haloalkoxy or optionally substituted C 2-4 alkenyl, optionally substituted C 2-4 alkynyl or optionally substituted SO 2 (C 1-4 )alkyl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy); R 2 is C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy(C 1-4 )alkyl or C 1-4 alkylthio(C 1-4 )alkyl or [optionally substituted aryl](C 1-4 )alkyl- or [optionally substituted aryl]oxy(C 1-4 )alkyl-(where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy); R 3 is hydrogen, CH 2 C≡CR 4 , CH 2 CR 4 ═C(H)R 4 , CH═C═CH 2 or COR 5 or optionally substituted C 1-4 alkyl, optionally substituted C 1-4 alkoxy or optionally substituted (C 1-4 ) alkylC(═O)O (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C 1-4 alkoxy, C 1-4 alkyl, C 1-2 haloalkoxy, hydroxy, cyano, carboxyl, methoxycarbonyl, ethoxycarbonyl, methylsulfonyl and ethylsulfonyl); each R 4 is, independently, hydrogen, halogen, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy or C 1-4 alkoxy(C 1-4 )alkyl; and R 5 is hydrogen or optionally substituted C 1-6 alkyl, optionally substituted C 1-4 alkoxy, optionally substituted C 1-4 alkoxy(C 1-4 )alkyl, optionally substituted C 1-4 alkylthio(C 1-4 )alkyl or optionally substituted aryl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen, C 1-6 alkoxy, C 1-6 haloalkoxy, cyano, hydroxy, methoxycarbonyl and ethoxycarbonyl).

  化合物的化学式为(I):其中A是从指定环中选择的邻位取代环；R1是卤素、氰基、硝基、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4卤代烷氧基，或选择性取代的C2-4烯基、选择性取代的C2-4炔基或选择性取代的SO2(C1-4)烷基（其中选择性取代基团可以各自具有最多3个取代基，每个取代基可以独立选择卤素和C1-4烷氧基）；R2是C1-4烷基、C1-4卤代烷基、C1-4烷氧基(C1-4)烷基或C1-4烷硫基(C1-4)烷基或[选择性取代的芳基](C1-4)烷基-或[选择性取代的芳基]氧基(C1-4)烷基-（其中选择性取代的芳基基团可以各自具有最多3个取代基，每个取代基可以独立选择卤素和C1-4烷氧基）；R3是氢、 C≡CR4、 CR4═C(H)R4、CH═C═CH2或COR5或选择性取代的C1-4烷基、选择性取代的C1-4烷氧基或选择性取代的(C1-4)烷基C(═O)O（其中选择性取代基团可以各自具有最多3个取代基，每个取代基可以独立选择卤素和C1-4烷氧基、C1-4烷基、C1-2卤代烷氧基、羟基、氰基、羧基、甲氧基羰基、乙氧基羰基、甲基磺酰基和乙基磺酰基）；每个R4独立地是氢、卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4烷氧基(C1-4)烷基；而R5是氢或选择性取代的C1-6烷基、选择性取代的C1-4烷氧基、选择性取代的C1-4烷氧基(C1-4)烷基、选择性取代的C1-4烷硫基(C1-4)烷基或选择性取代的芳基（其中选择性取代基团可以各自具有最多3个取代基，每个取代基可以独立选择卤素、C1-6烷氧基、C1-6卤代烷氧基、氰基、羟基、甲氧基羰基和乙氧基羰基）。
• Microbiocidal (E.G. fungicidal) 1,2,3-triazole derivatives
  申请人：Syngenta Crop Protection, Inc.

  公开号：US07956194B2

  公开（公告）日：2011-06-07

  A compound of formula (I): where A is an ortho-substituted ring selected from a number of specified rings; R1 is halogen, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy or optionally substituted C2-4 alkenyl, optionally substituted C2-4 alkynyl or optionally substituted SO2(C1-4)alkyl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R2 is C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl or C1-4 alkylthio(C1-4)alkyl or [optionally substituted aryl](C1-4)alkyl- or [optionally substituted aryl]oxy(C1-4)alkyl-(where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R3 is hydrogen, CH2C≡CR4, CH2CR4═C(H)R4, CH═C═CH2 or COR5 or optionally substituted C1-4 alkyl, optionally substituted C1-4 alkoxy or optionally substituted (C1-4) alkylC(═O)O (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy, C1-4 alkyl, C1-2 haloalkoxy, hydroxy, cyano, carboxyl, methoxycarbonyl, ethoxycarbonyl, methylsulfonyl and ethylsulfonyl); each R4 is, independently, hydrogen, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 alkoxy(C1-4)alkyl; and R5 is hydrogen or optionally substituted C1-6 alkyl, optionally substituted C1-4 alkoxy, optionally substituted C1-4 alkoxy(C1-4)alkyl, optionally substituted C1-4 alkylthio(C1-4)alkyl or optionally substituted aryl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen, C1-6 alkoxy, C1-6 haloalkoxy, cyano, hydroxy, methoxycarbonyl and ethoxycarbonyl).

  化合物的化学式(I)：其中A是从指定环中选择的邻位取代环；R1是卤素、氰基、硝基、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4卤代烷氧基，或可选取代的C2-4烯基、可选取代的C2-4炔基或可选取代的SO2(C1-4)烷基（其中可选取代的基团每个最多可有3个取代基，每个取代基独立地选自卤素和C1-4烷氧基）；R2是C1-4烷基、C1-4卤代烷基、C1-4烷氧基(C1-4)烷基或C1-4烷硫基(C1-4)烷基或[可选取代的芳基](C1-4)烷基-或[可选取代的芳基]氧基(C1-4)烷基-（其中可选取代的芳基基团每个最多可有3个取代基，每个取代基独立地选自卤素和C1-4烷氧基）；R3是氢、 C≡CR4、 CR4═C(H)R4、CH═C═CH2或COR5或可选取代的C1-4烷基、可选取代的C1-4烷氧基或可选取代的(C1-4)烷基C(═O)O（其中可选取代的基团每个最多可有3个取代基，每个取代基独立地选自卤素和C1-4烷氧基、C1-4烷基、C1-2卤代烷氧基、羟基、氰基、羧基、甲氧基羰基、乙氧基羰基、甲基磺酰基和乙基磺酰基）；每个R4独立地是氢、卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4烷氧基(C1-4)烷基；R5是氢或可选取代的C1-6烷基、可选取代的C1-4烷氧基、可选取代的C1-4烷氧基(C1-4)烷基、可选取代的C1-4烷硫基(C1-4)烷基或可选取代的芳基（其中可选取代的基团每个最多可有3个取代基，每个取代基独立地选自卤素、C1-6烷氧基、C1-6卤代烷氧基、氰基、羟基、甲氧基羰基和乙氧基羰基）。
• Fungicidal 1,2,3 triazole derivatives
  申请人：Syngenta Crop Protection, Inc.

  公开号：US07531559B2

  公开（公告）日：2009-05-12

  A compound of formula (I):, where A is an ortho-substituted ring selected from a number of specified rings; R1 is halogen, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy or optionally substituted C2-4 alkenyl, optionally substituted C2-4 alkynyl or optionally substituted SO2(C1-4 alkyl) (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R2 is C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl or C1-4 alkylthio(C1-4)alkyl or [optionally substituted aryl](C1-4)alkyl- or [optionally substituted aryl]oxy(C1-4)alkyl (where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R3 is hydrogen, CH2C≡CR4, CH2CR4═C(H)R4, CH═C═CH2 or COR5 or optionally substituted C1-4 alkyl, optionally substituted C1-4 alkoxy or optionally substituted (C1-4)alkylC(═O)O (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy, C1-4 alkyl, C1-2 haloalkoxy, hydroxy, cyano, carboxyl, methoxycarbonyl, ethoxycarbonyl, methylsulfonyl and ethylsulfonyl); each R4 is, independently, hydrogen, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 alkoxy(C1-4)alkyl; and R5 is hydrogen or optionally substituted C1-6 alkyl, optionally substituted C1-4 alkoxy, optionally substituted C1-4 alkoxy(C1-4)alkyl, optionally substituted C1-4 alkylthio(C1-4)alkyl or optionally substituted aryl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen, C1-6 alkoxy, C1-6 haloalkoxy, cyano, hydroxy, methoxycarbonyl and ethoxycarbonyl).

  化合物的式子为(I):其中，A是从指定环中选择的邻位取代环；R1是卤素、氰基、硝基、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4卤代烷氧基，或者是可选取代的C2-4烯基、可选取代的C2-4炔基或可选取代的SO2(C1-4烷基)(其中，可选取代基团中每个基团最多可有3个取代基，每个取代基独立选择自卤素和C1-4烷氧基)；R2是C1-4烷基、C1-4卤代烷基、C1-4烷氧基(C1-4)烷基或C1-4烷硫基(C1-4)烷基或[可选取代的芳基](C1-4)烷基-或[可选取代的芳基]氧基(C1-4)烷基(其中，可选取代的芳基基团中每个基团最多可有3个取代基，每个取代基独立选择自卤素和C1-4烷氧基)；R3是氢、 C≡CR4、 CR4═C(H)R4、CH═C═CH2或COR5或可选取代的C1-4烷基、可选取代的C1-4烷氧基或可选取代的(C1-4)烷基C(═O)O(其中，可选取代基团中每个基团最多可有3个取代基，每个取代基独立选择自卤素和C1-4烷氧基、C1-4烷基、C1-2卤代烷氧基、羟基、氰基、羧基、甲氧羰基、乙氧羰基、甲基磺酰基和乙基磺酰基)；每个R4独立地是氢、卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4烷氧基(C1-4)烷基；R5是氢或可选取代的C1-6烷基、可选取代的C1-4烷氧基、可选取代的C1-4烷氧基(C1-4)烷基、可选取代的C1-4烷硫基(C1-4)烷基或可选取代的芳基(其中，可选取代基团中每个基团最多可有3个取代基，每个取代基独立选择自卤素、C1-6烷氧基、C1-6卤代烷氧基、氰基、羟基、甲氧羰基和乙氧羰基)。
• Tricyclic amines as intermediates in the synthesis of fungicidal carboxamide derivatives
  申请人：Syngenta Participations AG

  公开号：EP2258690A1

  公开（公告）日：2010-12-08

  The present invention relates to compounds of formula (IIIa) wherein Q, X, R13, R14, R15, and R16 are as defined in the claims.

  本发明涉及式（IIIa）化合物 其中 Q、X、R13、R14、R15 和 R16 如权利要求中所定义。