2-Aminobenzenesulfonamide → 2-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamide

HRID 1366269

반응식

HRID 1366269 반응식
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([NH2:20])(=[O:19])=[O:18].C(=O)([O-])O.[Na+]>CC(O)C.Cl>[Br:1][C:2]1[C:3]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:17]([NH2:20])(=[O:18])=[O:19])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

참가 물질

6

반응물 3

HCID 728942-AminobenzenesulfonamideHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 516892Sodium Bicarbonate

생성물 1

HCID 859979922-(5-Bromo-2-chloropyrimidin-4-ylamino)benzenesulfonamide

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 3776Isopropanol용매

반응 조건

온도
90 °C

실험 절차

To a solution of 5-bromo-2,4-dichloropyrimidine (300 mg, 1.32 mmol) and 2-amino-benzenesulfonamide (340 mg, 1.97 mmol) in 2-propanol (3 mL), concentrated hydrochloric acid (0.06 mL) is added and the mixture is stirred at 90° C. for 4.5 hours. The mixture is poured into aqueous sodium hydrogen carbonate and extracted with ethyl acetate three times. The organic layer is washed with water, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by column chromatography (hexane:ethyl acetate=2:1) to afford the title compound.

후처리

  1. extractionextracted with ethyl acetate three times
  2. washThe organic layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue is purified by column chromatography (hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-0a38286668a24c23a8428189c674cb6b
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893074B2

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