Sulfuric Acid → 4,6-Dimethyl-benzo[d]isothiazole-3-carboxylic acid methyl ester

HRID 1747454노트

반응식

HRID 1747454 반응식
[CH3:1][C:2]1[C:7]2[C:8]([C:11]([OH:13])=[O:12])=[N:9][S:10][C:6]=2[CH:5]=[C:4]([CH3:14])[CH:3]=1.OS(O)(=O)=O.[C:20]([O-])(O)=O.[Na+]>CO>[CH3:20][O:12][C:11]([C:8]1[C:7]2[C:2]([CH3:1])=[CH:3][C:4]([CH3:14])=[CH:5][C:6]=2[S:10][N:9]=1)=[O:13]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 584973864,6-Dimethylbenzo[d]isothiazole-3-carboxylic acid

생성물 1

HCID 584974334,6-Dimethyl-benzo[d]isothiazole-3-carboxylic acid methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4,6-Dimethyl-1,2-benzisothiazole-3-carboxylic acid (10 mg, 0.048 mmol) in MeOH (5 mL) was added conc. H2SO4 (0.1 mL) at room temperature. The solution was heated up to 60 C for 24 hours. The solution was cooled down and was neutralized with sat. NaHCO3. The solution was extracted with EtOAc. The combined organic layer was dried with MgSO4 and was filtered. The filtrate was concentrated and the residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent to afford the desirable product 4,6-Dimethyl-benzo[d]isothiazole-3-carboxylic acid methyl ester, CAS: 4,6-Dimethyl-1,2-benzisothiazole-3-carboxylic acid methyl ester (10 mg, 94%) as colorless oil.

후처리

  1. temperatureThe solution was heated up to 60 C for 24 hours
  2. temperatureThe solution was cooled down
  3. extractionThe solution was extracted with EtOAc
  4. dry with materialThe combined organic layer was dried with MgSO4
  5. filtrationwas filtered
  6. concentrationThe filtrate was concentrated
  7. customthe residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent

출처 및 근거

ORD 기록
ord-f8f3e980b5c2484994465a5d072ad9f5
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150556B2

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