Benzenesulfonyl chloride → methyl 3-[(phenylsulfonyl)amino]thiophene-2-carboxylate

HRID 2251311노트

반응식

HRID 2251311 반응식
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[C:11]1([S:17](Cl)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:10][O:9][C:7]([C:3]1[S:4][CH:5]=[CH:6][C:2]=1[NH:1][S:17]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:19])=[O:18])=[O:8]

참가 물질

5

반응물 2

HCID 7369Benzenesulfonyl chlorideHCID 89652Methyl 3-amino-2-thiophenecarboxylate

생성물 1

HCID 4430392methyl 3-[(phenylsulfonyl)amino]thiophene-2-carboxylate수율 92.4%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8857Ethyl Acetate용매

실험 절차

Methyl 3-aminothiophene-2-carboxylate (3.14 g, 20 mmol) was dissolved in pyridine (10 mL) at room temperature. The flask was sealed with a septum and a nitrogen inlet. The solution was treated slowly with a benzenesulfonyl chloride (2.5 mL, 19.5 mmol). The reaction was followed by thin layer chromatography. The reaction was diluted with ethyl acetate and washing with 2N HCl. The organic layer was washed with saturated, aqueous sodium chloride solution and dried over sodium sulfate. The solution was decanted and evaporated under reduced pressure to give 3-benzenesulfonylaminothiophene-2-carboxylic acid methyl ester (5.36 g, 90%), which was used without further purification.

후처리

  1. customThe flask was sealed with a septum and a nitrogen inlet
  2. washwashing with 2N HCl
  3. washThe organic layer was washed with saturated, aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customThe solution was decanted
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b92ef40d467a4d37b862adf51971201d
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319111B2

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