4-Aminobenzoic Acid → 4-(4'-Acetoxycinnamoylamino)-benzoic acid

HRID 1834539노트

반응식

HRID 1834539 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]([O:14][C:15]1[CH:25]=[CH:24][C:18]([CH:19]=[CH:20][C:21](Cl)=[O:22])=[CH:17][CH:16]=1)(=[O:13])[CH3:12]>C(Cl)(Cl)Cl.N1C=CC=CC=1>[C:11]([O:14][C:15]1[CH:25]=[CH:24][C:18]([CH:19]=[CH:20][C:21]([NH:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)=[O:22])=[CH:17][CH:16]=1)(=[O:13])[CH3:12]

참가 물질

5

반응물 2

HCID 9784-Aminobenzoic AcidHCID 5903202-Propenoyl chloride, 3-[4-(acetyloxy)phenyl]-, (E)-

생성물 1

HCID 536944204-(4'-Acetoxycinnamoylamino)-benzoic acid

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6212Chloroform용매2회

실험 절차

In a mixture of 20 ml of chloroform and 10 ml of pyridine were dissolved 2.6 g of 4-aminobenzoic acid. To this mixture were added dropwise under cooling 20 ml of chloroform containing 3.2 g of 4-acetoxycinnamoyl chloride. The mixture was heated under reflux for 2 hours and the reaction mixture was concentrated under reduced pressure. The residue was poured into water and hydrochloric acid was then added to make the liquid weakly acidic. The precipitated crystals were collected by filtration and recrystallized from alcohol to yield 2.9 g of 4-(4'-acetoxycinnamoyl-amino)-benzoic acid. M.P. = 305°-307° C (with decomposition).

후처리

  1. additionTo this mixture were added dropwise
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. concentrationthe reaction mixture was concentrated under reduced pressure
  5. additionThe residue was poured into water and hydrochloric acid
  6. additionwas then added
  7. filtrationThe precipitated crystals were collected by filtration
  8. customrecrystallized from alcohol

출처 및 근거

ORD 기록
ord-d7f948e76a0e4bba987e132e6a9112ae
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04070484

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