海萝胶 → 6-溴-7-甲基二氢吲哚-2,3-二酮

HRID 1260150

反应方程式

HRID 1260150 反应方程式
CCO[CH:4]([OH:9])[C:5](Cl)(Cl)Cl.[O-]S([O-])(=O)=O.[Na+].[Na+].[Br:17][C:18]1[C:19]([CH3:25])=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21].Cl.N[OH:28].Cl>O>[Br:17][C:18]1[C:19]([CH3:25])=[C:20]2[C:22]([C:4](=[O:9])[C:5](=[O:28])[NH:21]2)=[CH:23][CH:24]=1

参与物

7

反应物 5

HCID 313海萝胶HCID 105872,2,2-三氯-1-乙氧基乙醇HCID 24436无水硫酸钠HCID 1235383-溴-2-甲基苯胺HCID 443297盐酸羟胺

产物 1

HCID 112301886-溴-7-甲基二氢吲哚-2,3-二酮收率 61.2%

试剂、催化剂与溶剂 1

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

反应条件

温度
80 °C

实验过程

Chloral alcoholate (0.43 g, 1.05 eq) and Na2SO4 (2.84 g, 20 mmol) were dissolved in 10 mL water. 3-Bromo-2-methylaniline (0.33 g, 1.77 mmol) was added to the solution followed by 0.16 mL conc. HCl aqueous solution and NH2OH.HCl (0.38 g, 3.0 eq). The mixture was refluxed for 15 min and stirring was continued for additional 1 hr at RT. The precipitate was collected by filtration, washed with water and dried under vacuum. This precipitate was dissolved in 1 mL H2SO4 and the solution was heated (80° C.) for 15 min. After cooling down to RT, the mixture was poured into ice-water mixture and the precipitate was collected, washed with water and dried under vacuum to give the title compound (0.26 g, 61%).

后处理

  1. temperatureThe mixture was refluxed for 15 min
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried under vacuum
  5. dissolutionThis precipitate was dissolved in 1 mL H2SO4
  6. temperatureAfter cooling down to RT
  7. additionthe mixture was poured into ice-water mixture
  8. customthe precipitate was collected
  9. washwashed with water
  10. customdried under vacuum

来源与证据

ORD记录
ord-3f5947e437ae4c5fb6eecf5ec9953d21
来源数据集
uspto-grants-2013_06
专利号
US08470782B2

关联笔记

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