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3-(Trifluoromethyl)benzoyl chloride → HCID 20085643、化合物

HRID 1608814
ノート
印刷プレビュー

反応式

HRID 1608814 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([NH:24][CH2:25][CH2:26][CH2:27][N:28]1[CH:32]=[CH:31][N:30]=[CH:29]1)(=[O:23])=[O:22]>ClCCl.N1C=CC=CC=1.C(OCC)(=O)C>[N:28]1([CH2:27][CH2:26][CH2:25][NH:24][S:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[NH:14][C:6](=[O:7])[C:5]2[CH:9]=[CH:10][CH:11]=[C:3]([C:2]([F:13])([F:12])[F:1])[CH:4]=2)(=[O:23])=[O:22])[CH:32]=[CH:31][N:30]=[CH:29]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 15225171HCID 15225171、化合物

生成物 1

HCID 20085643HCID 20085643、化合物収率 58.9%

試薬・触媒・溶媒 3

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 4.24 g (0.0203 mol) of m-trifluoromethylbenzoyl chloride in 10 ml of dichloromethane was added dropwise to a solution of 4.35 g (0.0153 mol) of 2-amino-N-[(3-imidazol-1-yl)propyl]benzenesulfonamide, prepared as in Examples 1A and 1B, in 70 ml of pyridine, under nitrogen. When the reaction was complete, as determined by thin layer chromatography, the resulting reaction mixture was reduced to dryness under reduced pressure. The resultant oil was dissolved in an ethyl acetate/aqueous sodium bicarbonate mixture. The resulting layers were separated, the organic layer was washed with water and again reduced to dryness under reduced pressure to provide an oil. This oil was then purified using column chromatography (8000 ml of a gradient eluent of 0-15% methanol in chloroform). The fractions containing the desired product were combined, reduced to dryness under reduced pressure and then recrystallized from an ethanol/hexane/diethyl ether solution to provide 4.08 g of the desired titled compound (m.p. 145°-147° C.).

後処理

  1. customthe resulting reaction mixture
  2. customThe resulting layers were separated
  3. washthe organic layer was washed with water
  4. customto provide an oil
  5. customThis oil was then purified
  6. additionThe fractions containing the desired product
  7. customrecrystallized from an ethanol/hexane/diethyl ether solution

出典と根拠

ORDレコード
ord-f48e3c794d964a71b20704a2248ee5f5
出典データセット
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05397798

反応ノート

読み込み中…

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