Pyridine → 4-(4-Cyano-benzoylamino)-3-hydroxy-benzoic acid

HRID 252234

反応式

HRID 252234 の反応式
NC1C=C(C=CC=1O)[C:5]([OH:7])=[O:6].[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:18]([C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1)#[N:19].C1C[O:32][CH2:31]C1>>[C:18]([C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH:12][C:17]2[CH:16]=[CH:15][C:14]([C:5]([OH:7])=[O:6])=[CH:13][C:31]=2[OH:32])=[O:25])=[CH:22][CH:21]=1)#[N:19]

参加物

5

反応物 4

HCID 1049PyridineHCID 8028TetrahydrofuranHCID 650833-Amino-4-hydroxybenzoic acidHCID 801724-Cyanobenzoyl chloride

生成物 1

HCID 608268404-(4-Cyano-benzoylamino)-3-hydroxy-benzoic acid

実験手順

To a stirred solution of 3-Amino-4-hydroxy benzoic acid (0.185 g, 0.0012 mols) and pyridine (0.287 g, 0.00363 mols) in 18.5 ml dry THF is added 4-cyanobenzoyl chloride (0.2 g, 0.0012 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 (0.18 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-e6c54fb2f43e478bbb9c05eff783b057
出典データセット
uspto-grants-2011_01
特許番号
US07868033B2

関連ノート

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