Aspirin → HCID 10424739、化合物

HRID 437932ノート

反応式

HRID 437932 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 10424739HCID 10424739、化合物収率 100.1%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e367f09be46942a4a662571b37e41e57
出典データセット
uspto-grants-1977_06
特許番号
US04032635

反応ノート

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