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Sulfuric Acid → 1,2-Benzisothiazole-3-carboxylic acid, 6-bromo-5-fluoro-, methyl ester

HRID 1748197
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HRID 1748197 반응식
[Br:1][C:2]1[C:13]([F:14])=[CH:12][C:5]2[C:6]([C:9]([OH:11])=[O:10])=[N:7][S:8][C:4]=2[CH:3]=1.OS(O)(=O)=O.[C:20]([O-])([O-])=O.[Na+].[Na+]>CO.O>[Br:1][C:2]1[C:13]([F:14])=[CH:12][C:5]2[C:6]([C:9]([O:11][CH3:20])=[O:10])=[N:7][S:8][C:4]=2[CH:3]=1
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참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 67983543HCID 67983543, 화합물

생성물 1

HCID 679839131,2-Benzisothiazole-3-carboxylic acid, 6-bromo-5-fluoro-, methyl ester

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

6-Bromo-5-fluorobenzo[d]isothiazole-3-carboxylic acid (I-25D) (57 mg, 0.21 mmol) was suspended in dry methanol (5 mL) and H2SO4 (0.2 mL) and refluxed for 3 hours. After this time the reaction was cooled to room temperature and diluted with water (3 mL) and neutralized with 5% aquesou Na2CO3 and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo to yield methyl 6-bromo-5-fluorobenzo[d]isothiazole-3-carboxylate (I-25E). MS 289.9 and 291.9 (M+1; Br79/Br81 isotope pattern).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5b6247c6fcc648d79fd1844626e3fea5
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150568B2

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