Acetone → Methyl 3-[2-(acetylsulfanyl)acetamido]benzoate

HRID 839623노트

반응식

HRID 839623 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])=[O:4].[S:16]1C=CC=C1CC([O-])=O.[K+].[CH3:26][C:27](C)=[O:28]>CCCCCC>[C:27]([S:16][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11][CH3:12])=[O:10])=[O:4])(=[O:28])[CH3:26]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 2304955Methyl 3-(2-chloroacetamido)benzoateHCID 23696799Potassium 2-thienylacetate

생성물 1

HCID 20382891Methyl 3-[2-(acetylsulfanyl)acetamido]benzoate

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

A mixture of methyl 3-(2-chloroacetamido)benzoate (16 g., 0.07 mole) and potassium thiolacetate (7.1 g., 0.065 mole) in 150 ml. of acetone is refluxed for 4.5 hr. After cooling, the reaction mixture is filtered and the filtrate concentrated under reduced pressure. The residual solid thus obtained is slurried with n-hexane to afford an 86% yield of crude product. Crystallization of the crude product from ethyl acetate-n-hexane affords analytically pure METHYL 3-[2-(ACETYLTHIO)ACETAMIDO]BENZOATE, m.p. 117.5°-119.5° C.

후처리

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture is filtered
  3. concentrationthe filtrate concentrated under reduced pressure
  4. customThe residual solid thus obtained
  5. customto afford an 86% yield of crude product
  6. customCrystallization of the crude product from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-7d475b2e85cb4ee6a37befc20f1046a7
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04096277

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