HCID 86628083，化合物 → 5-(3,4-Dimethoxy-5-nitrophenyl)-3-(2-(trifluoromethyl)pyridin-3-yl)-1,2,4-triazine

HRID 42657笔记

反应方程式

HRID 42657 反应方程式
[F:1][C:2]([F:14])([F:13])[C:3]1[N:12]=[CH:11][CH:10]=[CH:9][C:4]=1/[C:5](=[N:7]/[NH2:8])/[NH2:6].[CH3:15][O:16][C:17]1[CH:18]=[C:19]([C:28](=O)[CH:29]=O)[CH:20]=[C:21]([N+:25]([O-:27])=[O:26])[C:22]=1[O:23][CH3:24]>C(O)C>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([C:28]2[N:6]=[C:5]([C:4]3[C:3]([C:2]([F:13])([F:1])[F:14])=[N:12][CH:11]=[CH:10][CH:9]=3)[N:7]=[N:8][CH:29]=2)[CH:20]=[C:21]([N+:25]([O-:27])=[O:26])[C:22]=1[O:23][CH3:24]

参与物

4

反应物 2

HCID 86628083HCID 86628083，化合物HCID 87543466N'-amino-2-(trifluoromethyl)pyridine-3-carboximidamide

产物 1

HCID 687018815-(3,4-Dimethoxy-5-nitrophenyl)-3-(2-(trifluoromethyl)pyridin-3-yl)-1,2,4-triazine

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

To a stirred solution of (Z)-2-(trifluoromethyl)nicotinohydrazonamide (1.02 g, 5 mmol) in ethanol (30 mL) was added 2-(3,4-dimethoxy-5-nitrophenyl)-2-oxoacetaldehyde (1.19 g, 5 mmol). The reaction mixture was heated to reflux for 5 hours. It was then cooled to room temperature and the solvent was removed by evaporation. The residue was dissolved in dichloromethane (30 mL) and the organic phase was washed with water and dried over anhydrous magnesium sulphate, filtered and evaporated. The crude product was recrystallized from isopropanol to give 5-(3,4-dimethoxy-5-nitrophenyl)-3-(2-(trifluoromethyl)pyridin-3-yl)-1,2,4-triazine, 1.628 g (80%).

后处理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 5 hours
  3. customthe solvent was removed by evaporation
  4. dissolutionThe residue was dissolved in dichloromethane (30 mL)
  5. washthe organic phase was washed with water
  6. dry with materialdried over anhydrous magnesium sulphate
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude product was recrystallized from isopropanol

来源与证据

ORD记录
ord-69bb41e3d1e54a1b9ebe116feed77f24
来源数据集
uspto-grants-2013_09
专利号
US08536203B2

反应笔记

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