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

HRID 1818835ノート

反応式

HRID 1818835 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒2 回

実験手順

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:

後処理

  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)

出典と根拠

ORDレコード
ord-cbd4c2aa79c24966add16131ce207654
出典データセット
uspto-grants-2009_10
特許番号
US07601722B2

反応ノート

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