Sulfuryl chloride → methyl 2-(acetylamino)-5-chloro-3-thiophenecarboxylate

HRID 1973414노트

반응식

HRID 1973414 반응식
[C:1]([NH:4][C:5]1[S:6][CH:7]=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11])(=[O:3])[CH3:2].S(Cl)([Cl:17])(=O)=O.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[C:1]([NH:4][C:5]1[S:6][C:7]([Cl:17])=[CH:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 24648Sulfuryl chlorideHCID 516892Sodium BicarbonateHCID 2808565Methyl 2-acetamidothiophene-3-carboxylate

생성물 1

HCID 818981methyl 2-(acetylamino)-5-chloro-3-thiophenecarboxylate

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a stirred solution of 19.9 parts of methyl 2-acetamidothiophene-3-carboxylate in 200 parts by volume of chloroform, 8.2 parts by volume of sulfuryl chloride is added dropwise at below 30° C. The mixture is stirred at room temperature for 30 minutes and then cooled with ice. To the mixture, about 300 parts by volume of saturated aqueous sodium bicarbonate solution is cautiously added with stirring. The chloroform layer is separated, washed with water and dried over sodium sulfate. Evaporation of the solvent gives methyl 2-acetamido-5-chlorothiophene-3-carboxylate as crystals. Recrystallization from methanol gives needles melting at 110°-110.5° C. This compound is identical with that obtained in Reference Example 17.

후처리

  1. temperaturecooled with ice
  2. stirringwith stirring
  3. customThe chloroform layer is separated
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-df3983827b9840ff936257e6925977ae
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03997545

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