Aspirin → HCID 10424739, 화합물

HRID 437932노트

반응식

HRID 437932 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[OH:10].C([O:14][C:15]1[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:17](O)=[O:18])(=O)C>CC(C)=O.N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:9])[C:3]=1[OH:10])[NH:8][C:17](=[O:18])[C:16]1[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=1[OH:14]

참가 물질

5

반응물 2

HCID 2244AspirinHCID 800374-Amino-2,6-dichlorophenol

생성물 1

HCID 10424739HCID 10424739, 화합물수율 100.1%

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 1049Pyridine용매

실험 절차

2,6-Dichloro-4-aminophenol (0.37 g.) was dissolved in acetone (30 ml.) to which pyridine (0.32 ml.) was added. While mixing, an acetone solution (10 ml.) of the acid chloride prepared from acetylsalicylic acid (0.38 g.) was added by drops. After the reaction was completed, the solution was evaporated under reduced pressure and the residue was dissolved in ethyl acetate and then was washed with water then with 1N-hydrochloric acid. After evaporating off the ethyl acetate under reduced pressure the resulting residue was dissolved in a mixture of methanol and 2N-sodium hydroxide (10 ml. each). The solution was agitated for several hours then acidified with 2N-hydrochloric acid to precipitate the product. By recrystallization in acetone-water, white needle-like crystals of 3',5'-dichloro-2,4'-dihydroxybenzanilide (0.62 g.) were obtained. The yield was 78% and the melting point was 217°-219° C.

후처리

  1. additionwas added
  2. additionWhile mixing
  3. additionwas added by drops
  4. customthe solution was evaporated under reduced pressure
  5. dissolutionthe residue was dissolved in ethyl acetate
  6. washwas washed with water
  7. customAfter evaporating off the ethyl acetate under reduced pressure the resulting residue
  8. dissolutionwas dissolved in a mixture of methanol and 2N-sodium hydroxide (10 ml
  9. customto precipitate the product
  10. customBy recrystallization in acetone-water

출처 및 근거

ORD 기록
ord-e367f09be46942a4a662571b37e41e57
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04032635

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