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Pyridine → 5-Acetamido-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

HRID 1416821
ノート
印刷プレビュー

反応式

HRID 1416821 の反応式
N1C=CC=CC=1.[NH2:7][C:8]1[N:12]([C:13]2[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][C:14]=2[Cl:24])[N:11]=[C:10]([Br:25])[CH:9]=1.[C:26](Cl)(=[O:28])[CH3:27]>C(Cl)(Cl)Cl>[C:26]([NH:7][C:8]1[N:12]([C:13]2[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:21])[F:22])=[CH:15][C:14]=2[Cl:24])[N:11]=[C:10]([Br:25])[CH:9]=1)(=[O:28])[CH3:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 226183945-Amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

生成物 1

HCID 226184585-Acetamido-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole収率 95.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Pyridine (4.0 ml) was added dropwise to a stirred solution of 5-amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole (5.0 g), acetyl chloride (3.0 g) and dry chloroform (30 ml), causing an exothermic reaction (maximum temperature 60° C.). The reaction mixture was stirred at laboratory temperature for 2h and evaporated to dryness. The residue was dissolved in ethanol (25 ml), ammonia solution (d. 0.880; 25 ml) was added, and the solution was boiled under reflux for 1 h. The cooled reaction mixture was evaporated to dryness, dissolved in dichloromethane (100 ml), washed with dilute hydrochloric acid (3×50 ml) and water (50 ml), dried over anhydrous magnesium sulphate, filtered, and evaporated to give 5-acetamido-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole (5.3 g), m.p. 180-187° C., in the form of a pale brown solid.

後処理

  1. customan exothermic reaction (maximum temperature 60° C.)
  2. customevaporated to dryness
  3. dissolutionThe residue was dissolved in ethanol (25 ml)
  4. additionammonia solution (d. 0.880; 25 ml) was added
  5. temperatureunder reflux for 1 h
  6. customThe cooled reaction mixture
  7. customwas evaporated to dryness
  8. dissolutiondissolved in dichloromethane (100 ml)
  9. washwashed with dilute hydrochloric acid (3×50 ml) and water (50 ml)
  10. dry with materialdried over anhydrous magnesium sulphate
  11. filtrationfiltered
  12. customevaporated

出典と根拠

ORDレコード
ord-ea21b4fa5a50437693ba282519e3e62c
出典データセット
uspto-grants-1999_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05916618

反応ノート

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