Sulfamide → 1-(3,4-Difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

HRID 1818835노트

반응식

HRID 1818835 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:11]([NH2:16])=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[F:8].[S:17](N)(N)(=[O:19])=[O:18]>COCCOCCOC>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[NH:16][S:17]2(=[O:19])=[O:18])[CH:5]=[CH:6][C:7]=1[F:8]

참가 물질

4

반응물 2

HCID 82267SulfamideHCID 29067155N-(3,4-difluorophenyl)benzene-1,2-diamine

생성물 1

HCID 468333821-(3,4-Difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide수율 47%

시약·촉매·용매 1

HCID 8150Diglyme용매2회

실험 절차

Dry diglyme (10 mL) was added to a flask equipped with a dropping funnel under a nitrogen atmosphere and brought to a vigorous reflux. N-(3,4-difluorophenyl)benzene-1,2-diamine (1.03 g, 4.7 mmol) and sulfamide (0.54 g, 5.6 mmol) were dissolved in 5 mL of diglyme and placed in the dropping funnel. The mixture was added dropwise to the flask over 15 minutes and then refluxing was continued for an additional 15 minutes. The mixture was cooled to ambient temperature and the reaction mixture was evaporated using high temperature. The crude reaction product was purified by flash chromatography (SiO2, 3-50% ethyl acetate/hexane) to provide 1-(3,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole2,2-dioxide (0.62 g, 47%) as a pink solid:

후처리

  1. customequipped with a dropping funnel under a nitrogen atmosphere
  2. additionThe mixture was added dropwise to the flask over 15 minutes
  3. temperaturerefluxing
  4. customthe reaction mixture was evaporated
  5. customThe crude reaction product
  6. customwas purified by flash chromatography (SiO2, 3-50% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-cbd4c2aa79c24966add16131ce207654
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601722B2

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