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

HRID 1723123

반응식

HRID 1723123 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 284Formic Acid용매2회

반응 조건

온도
100 °C

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-7376947100e44175beb11a11710ceb16
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859684

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