Hydrochloric Acid → 6-Bromo-7-methyl-1H-indole-2,3-dione

HRID 539504

反応式

HRID 539504 の反応式
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

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 10587Chloral alcoholateHCID 24436Sodium SulfateHCID 1235383-Bromo-o-toluidineHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 112301886-Bromo-7-methyl-1H-indole-2,3-dione収率 61.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3f4e562708fc4e11891c163b21f062ff
出典データセット
uspto-grants-2014_10
特許番号
US08871718B2

関連ノート

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