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

HRID 252234

반응식

HRID 252234 반응식
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]

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e6c54fb2f43e478bbb9c05eff783b057
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868033B2

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