Potassium Carbonate → N-t-butyl-5-phenyl-2-thiazole sulfonamide

HRID 440318노트

반응식

HRID 440318 반응식
Br[C:2]1[S:6][C:5]([S:7]([NH:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:9])=[O:8])=[N:4][CH:3]=1.[C:15]1(B(O)O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.O.C(O)C.C(OCC)(=O)C>[C:11]([NH:10][S:7]([C:5]1[S:6][C:2]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:3][N:4]=1)(=[O:9])=[O:8])([CH3:14])([CH3:13])[CH3:12]

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 66827Phenylboronic AcidHCID 67055896HCID 67055896, 화합물

생성물 1

HCID 22406990N-t-butyl-5-phenyl-2-thiazole sulfonamide

시약·촉매·용매 3

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매HCID 19096565Water ethanol용매

실험 절차

In 10 mL of deoxygenated toluene was added 5-bromo-2-N-t-butylthiazole sulfonamide (0.30 g, 1.0 mmol), phenylboronic acid (0.12 g, 1.0 mmol) and potassium carbonate (0.28 g, 2.0 mmol) in 1.5 mL of water/ethanol (2:1). The mixture was deoxygenated for 30 min.. Tetrakis(triphenylphosphine) palladium (O) was added and reaction heated at reflux for 36 h. The reaction was diluted with ethyl acetate and washed with water (2X) followed by brine. The solvent was removed under reduced pressure and the product subjected to flash chromatography (3:1 hexane/ethyl acetate) to afford N-t-butyl-5-phenyl-2-thiazole sulfonamide.

후처리

  1. customThe mixture was deoxygenated for 30 min.
  2. additionTetrakis(triphenylphosphine) palladium (O) was added
  3. customreaction
  4. temperatureheated
  5. temperatureat reflux for 36 h
  6. washwashed with water (2X)
  7. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-9e66725a1f674e719761766d3db2483f
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05519040

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