Hydrogen Bromide → 2-Bromo-6-fluoro-1,3-benzothiazole

HRID 234704

反応式

HRID 234704 の反応式
N[C:2]1[S:3][C:4]2[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][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]=[C:9]([F:11])[CH:8]=[CH:7][C:5]=2[N:6]=1

参加物

6

反応物 3

HCID 260Hydrogen Bromide2 回HCID 3199542-Amino-6-fluorobenzothiazoleHCID 23668193Sodium Nitrite

生成物 1

HCID 114923512-Bromo-6-fluoro-1,3-benzothiazole

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-6-fluorobenzothiazole (0.255mol) in water (325mL), heat to reflux and add 48% hydrobromic acid (130mL). Maintain at reflux for 20 minutes, cool to 0° C. and add a solution of sodium nitrite (17.56g, 0.255mol) in water (90mL), 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 (42.03g,0.293mol) in 48% hydrobromic acid (86mL) and water (225mL). Stir at room temperature for 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-6-fluorobenzothiazole.

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. waitAllow to stand overnight
  9. extractionextract into methylene chloride
  10. dry with materialdry (MgSO4)
  11. customEvaporate the solvent in vacuo
  12. custompurify by chromatography

出典と根拠

ORDレコード
ord-09723d60519742dc910d1d5577649294
出典データセット
uspto-grants-1997_01
特許番号
US05596003

関連ノート

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