Hydrogen Bromide → 2-Bromo-4-chlorobenzothiazole

HRID 266089

反応式

HRID 266089 の反応式
N[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1.N([O-])=O.[Na+].[BrH:16]>O.[Cu]Br>[Br:16][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1

参加物

6

反応物 3

HCID 260Hydrogen Bromide2 回HCID 298722-Benzothiazolamine, 4-chloro-HCID 23668193Sodium Nitrite

生成物 1

HCID 771782-Bromo-4-chlorobenzothiazole

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 962Water溶媒3 回

反応条件

温度
0 °C

実験手順

Slurry 2-amino-4-chlorobenzothiazole (0.255 mol) in water (325 mL), heat to reflux and add 48% hydrobromic acid (130 mL). Maintain at reflux for 20 minutes, cool to 0° C. and add a solution of sodium nitrite (17.56 g, 0.255 mol) in water (90 mL), maintaining a temperature of 0° C. Stir at 0° C. for 15 minutes and add by dropwise addition (while keeping cold) to a rapidly stirring mixture of copper (I) bromide (42.03 g, 0.293 mol) in 48% hydrobromic acid (86 mL) and water (225 mL). Stir at room temperature for 20 minutes and then heat on a steam bath for an additional 20 minutes. Allow to stand overnight, extract into methylene chloride and dry (MgSO4). Evaporate the solvent in vacuo and purify by chromatography to give 2-bromo-4-chlorobenzothiazole.

後処理

  1. temperatureto reflux
  2. temperatureMaintain
  3. temperatureat reflux for 20 minutes
  4. temperaturemaintaining a temperature of 0° C
  5. additionadd by dropwise addition (while keeping cold) to
  6. stirringa rapidly stirring
  7. stirringStir at room temperature for 20 minutes
  8. temperatureheat on a steam bath for an additional 20 minutes
  9. waitAllow to stand overnight
  10. extractionextract into methylene chloride
  11. dry with materialdry (MgSO4)
  12. customEvaporate the solvent in vacuo
  13. custompurify by chromatography

出典と根拠

ORDレコード
ord-244dec9da798408c84c8871e7c369ede
出典データセット
uspto-grants-1997_07
特許番号
US05650416

関連ノート

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