Pyridine → 3-[N-(2,4,6-Trifluorophenyl)sulfamoyl]-benzoic acid methyl ester

HRID 654025

反応式

HRID 654025 の反応式
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([S:10](Cl)(=[O:12])=[O:11])[CH:5]=1.[F:15][C:16]1[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([F:24])[C:17]=1[NH2:18].N1C=CC=CC=1>ClCCl>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([S:10](=[O:12])(=[O:11])[NH:18][C:17]2[C:16]([F:15])=[CH:22][C:21]([F:23])=[CH:20][C:19]=2[F:24])[CH:5]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 677652,4,6-TrifluoroanilineHCID 113339Benzoic acid, 3-(chlorosulfonyl)-, methyl ester

生成物 1

HCID 150576353-[N-(2,4,6-Trifluorophenyl)sulfamoyl]-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

2.35 g (10 mmol) of 3-chlorosulfonylbenzoic acid methyl ester is suspended in 30 ml of dichloromethane with exclusion of moisture, the suspension is cooled to -5° C and at this temperature a solution of 1.47 g (10 mmol) of 2,4,6-trifluoroaniline and 1 ml of pyridine in 20 ml of dichloromethane is instilled. When the instillation is completed, it is allowed to come to room temperature and is stirred for 12 more hours. The resulting precipitate is suctioned off and extracted with ether. The ether extract and filtrate together are concentrated by evaporation and the residue is dissolved in dichloroethane and chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane. 2.8 g (8.12 mmol)= 81.2% of the theoretical yield is obtained as an amorphous product.

後処理

  1. customto come to room temperature
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. concentrationfiltrate together are concentrated by evaporation
  5. dissolutionthe residue is dissolved in dichloroethane
  6. customchromatographed on silica gel 60 (Merck) with ethyl acetate/hexane
  7. custom2.8 g (8.12 mmol)= 81.2% of the theoretical yield
  8. customis obtained as an amorphous product

出典と根拠

ORDレコード
ord-9d4bea3997f043e697545c5d5a1bc33f
出典データセット
uspto-grants-1992_07
特許番号
US05130119

関連ノート

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