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

HRID 440318ノート

反応式

HRID 440318 の反応式
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]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 66827Phenylboronic AcidHCID 67055896HCID 67055896、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒HCID 19096565Water ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9e66725a1f674e719761766d3db2483f
出典データセット
uspto-grants-1996_05
特許番号
US05519040

反応ノート

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