Sulfamic Acid → 4-Phenylthiophene-2-carboxylic acid

HRID 1177968노트

반응식

HRID 1177968 반응식
[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]=[O:13])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)([OH:16])N.Cl([O-])=O.[Na+]>CC(C)=O.O.O>[C:1]1([C:7]2[CH:8]=[C:9]([C:12]([OH:16])=[O:13])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 3

HCID 5987Sulfamic AcidHCID 50094674-Phenylthiophene-2-carbaldehydeHCID 23668197Sodium Chlorite

생성물 1

HCID 12231844-Phenylthiophene-2-carboxylic acid수율 62.5%

시약·촉매·용매 2

HCID 962Water용매2회HCID 18366337Propan-2-one--water (1/1)용매

반응 조건

온도
0 °C

실험 절차

4-phenyl-thiophene-2-carboxaldehyde (150 mg, 0.80 mmol) was dissolved in acetone-water mixture (2:1) (3 mL) and cooled to 0° C. To this reaction mixture was added sulphamic acid (232 mg, 2.38 mmol) and sodium chlorite (288 mg, 3.18 mmol) dissolved in minimum amount of water. The resulting reaction mixture was allowed to stir at room temperature for half an hour. The reaction mixture was then diluted with water and extracted with ethyl acetate. The organic layer was washed with brine solution, dried over sodium sulphate and concentrated to afford 100 mg (62.5% yield) of 4-Phenyl-thiophene-2-carboxylic acid.

후처리

  1. customThe resulting reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-483b7c4a0e274a36941c47fa0a62c691
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842696B2

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