Acetic Anhydride → N-[4-[1-(1H-imidazol-1-yl)ethyl]phenyl]formamide

HRID 1723123

反応式

HRID 1723123 の反応式
[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1.[CH:15]([O-])=[O:16].[Na+].C(OC(=O)C)(=O)C>C(O)=O>[N:1]1([CH:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][CH:15]=[O:16])=[CH:10][CH:9]=2)[CH3:7])[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 2723810Sodium FormateHCID 145183654-[1-(1H-imidazol-1-yl)ethyl]benzenamine

生成物 1

HCID 14518360N-[4-[1-(1H-imidazol-1-yl)ethyl]phenyl]formamide収率 80%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒2 回

反応条件

温度
100 °C

実験手順

(a-4) To a stirred solution of 15 parts of 4-[1-(1H-imidazol-1-yl)ethyl]-benzenamine and 2.7 parts of sodium formate in 60 parts of formic acid is added dropwise a solution of 9 parts of acetic acid anhydride in 24 parts of formic acid at 50° C. The reaction mixture was stirred for 1 hour at 100° C. and the solvent was evaporated. The residue was dissolved in a small amount of ice water and the solution was treated with ammonium hydroxide while cooling. The product was extracted twice with dichloromethane. The combined extracts were dried, filtered and evaporated. The residue was crystallized twice from tetrahydrofuran, yielding 13.8 parts (80%) of N-[4-[1-(1H-imidazol-1-yl)ethyl]phenyl]-formamide; mp. 129.4° C. (int. 115).

後処理

  1. customthe solvent was evaporated
  2. dissolutionThe residue was dissolved in a small amount of ice water
  3. additionthe solution was treated with ammonium hydroxide
  4. temperaturewhile cooling
  5. extractionThe product was extracted twice with dichloromethane
  6. customThe combined extracts were dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was crystallized twice from tetrahydrofuran

出典と根拠

ORDレコード
ord-7376947100e44175beb11a11710ceb16
出典データセット
uspto-grants-1989_08
特許番号
US04859684

関連ノート

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