Pyridine → 4-Hydroxy-3-(4-trifluoromethoxy-benzoylamino)-benzoic acid

HRID 252235ノート

反応式

HRID 252235 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].N1C=CC=CC=1.[F:18][C:19]([F:31])([F:30])[O:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>C1COCC1>[OH:11][C:10]1[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=1[NH:1][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][C:21]([O:20][C:19]([F:18])([F:30])[F:31])=[CH:22][CH:23]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 650833-Amino-4-hydroxybenzoic acidHCID 1421104-(Trifluoromethoxy)benzoyl Chloride

生成物 1

HCID 600571974-Hydroxy-3-(4-trifluoromethoxy-benzoylamino)-benzoic acid収率 57.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 3-Amino-4-hydroxy benzoic acid (0.136, 0.00089 mols) and pyridine (0.211 g, 0.00267 mols) in 13 ml dry THF is added 4-trifluoromethoxybenzoyl chloride (0.2 g, 0.00089 mols) and the solution is stirred under nitrogen atmosphere at RT for 10 hrs and then refluxed for 3 hrs. The reaction mixture is rotary evaporated and the residue is slurried in water and filtered to get the amide (0.175 g) which is taken for the next step without further purification.

後処理

  1. temperaturerefluxed for 3 hrs
  2. customThe reaction mixture is rotary evaporated
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-2994cb0e83df417f9862d61358c83ade
出典データセット
uspto-grants-2011_01
特許番号
US07868033B2

反応ノート

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