Allyl bromide → 3-Allylthio-5-amino-4-phenoxybenzoic acid

HRID 1605516노트

반응식

HRID 1605516 반응식
[NH2:1][C:2]1[C:3]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([SH:11])[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH2:19](Br)[CH:20]=[CH2:21]>C(=O)([O-])O.[Na+]>[CH2:21]([S:11][C:4]1[CH:5]=[C:6]([CH:10]=[C:2]([NH2:1])[C:3]=1[O:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:7]([OH:9])=[O:8])[CH:20]=[CH2:19]

참가 물질

4

반응물 2

HCID 7841Allyl bromideHCID 215201075-Amino-3-mercapto-4-phenoxybenzoic acid

생성물 1

HCID 215200893-Allylthio-5-amino-4-phenoxybenzoic acid

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

A solution of 5-amino-3-mercapto-4-phenoxybenzoic acid (2.6 g) in saturated sodium hydrogen carbonate (120 ml) is cooled to 4° C. While cooling and stirring, allyl bromide (1 g) is added, and the reaction mixture is kept under nitrogen. After additional stirring for 10 minutes, 3-allylthio-5-amino-4-phenoxybenzoic acid is precipitated by addition of hydrochloric acid until pH 3. After collection by filtration, recrystallisation from aqueous ethanol, and drying in vacuo, the compound is obtained with a melting point of 142°-143° C.

후처리

  1. temperatureWhile cooling
  2. stirringAfter additional stirring for 10 minutes
  3. custom3-allylthio-5-amino-4-phenoxybenzoic acid is precipitated by addition of hydrochloric acid until pH 3
  4. customAfter collection
  5. filtrationby filtration, recrystallisation from aqueous ethanol
  6. customdrying in vacuo
  7. customthe compound is obtained with a melting point of 142°-143° C.

출처 및 근거

ORD 기록
ord-4cfd3360a6bc4f0cad4adc4bf0a8255d
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03950376

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