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

HRID 839623ノート

反応式

HRID 839623 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7d475b2e85cb4ee6a37befc20f1046a7
出典データセット
uspto-grants-1978_06
特許番号
US04096277

反応ノート

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