2,2,2-三氯-1-乙氧基乙醇 → N-(2-chloro-4-fluorophenyl)-2-(N-hydroxyimino)acetamide

HRID 1041728

反应方程式

HRID 1041728 反应方程式
[NH2:1][OH:2].Cl.S([O-])([O-])(=O)=O.[Na+].[Na+].ClC(Cl)(Cl)C([O:15][CH2:16][CH3:17])O.[Cl:20][C:21]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:22]=1[NH2:23]>O.Cl>[Cl:20][C:21]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:22]=1[NH:23][C:16](=[O:15])/[CH:17]=[N:1]/[OH:2]

参与物

7

反应物 4

HCID 105872,2,2-三氯-1-乙氧基乙醇HCID 24436无水硫酸钠HCID 750132-氯-4-氟苯胺HCID 443297盐酸羟胺

产物 1

HCID 22612791N-(2-chloro-4-fluorophenyl)-2-(N-hydroxyimino)acetamide收率 3,437%

试剂、催化剂与溶剂 2

HCID 313海萝胶溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

A solution containing NH2OH.HCl (3.2 g, 46 mmol), anhydrous sodium sulphate (13 g, 93 mmol), and 2.2.2-trichloro-1-ethoxy ethanol (4.1 g, 21.2 mmol) in water (60 mL) was added to a solution of 2-chloro-4-fluroaniline (2 g, 0.27 mmol) in 4 M HCl (25 mL). The solution was refluxed for 40 minutes forming a white precipitate in the process. The mixture was cooled to room temperature, extracted with ethyl acetate three times, dried over sodium sulfate, filtered and concentrated in vacuo to provide 2.01 g of N-(2-chloro-4-fluoro-phenyl)-2-((E)-hydroxyimino)-acetamide: 1H NMR (300 MHz, CDCl3) δ 8.8 (bs, 1H), 8.4 (dd, 1H), 7.9 (s, 1H), 7.6 (s, 1H), 7.2 (dd, 1H), 7.0 (ddd, 1H).

后处理

  1. temperatureThe solution was refluxed for 40 minutes
  2. customforming a white precipitate in the process
  3. extractionextracted with ethyl acetate three times
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-aa1631e8f3684d9dae27d31f1d491861
来源数据集
uspto-grants-2013_10
专利号
US08552186B2

关联笔记

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