p-Toluenesulfonic acid monohydrate → 7-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol

HRID 2266447

반응식

HRID 2266447 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][CH:16]([C:20](=O)[CH3:21])[C:17](=O)[CH3:18])=[CH:13][CH:12]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.ClC1C=C(O)C=C2C=1C(C)=C(CC1C=CC(Cl)=CC=1)C(C)=N2>CO>[Cl:8][C:6]1[CH:5]=[C:4]([OH:9])[C:3]2[C:17]([CH3:18])=[C:16]([CH2:15][C:14]3[CH:13]=[CH:12][C:11]([Cl:10])=[CH:24][CH:23]=3)[C:20]([CH3:21])=[N:1][C:2]=2[CH:7]=1

참가 물질

6

반응물 4

HCID 521998p-Toluenesulfonic acid monohydrateHCID 14888033-[(4-chlorophenyl)methyl]pentane-2,4-dioneHCID 199869473-Amino-5-chlorophenolHCID 1363359225-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol

생성물 1

HCID 1363359027-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
160 °C

실험 절차

A mixture of 3-amino-5-chlorophenol (0.46 g), 3-(4-chlorobenzyl)pentane-2,4-dione (0.72 g), and p-toluenesulfonic acid monohydrate (0.26 g) was heated at 160° C. for 2 hours. The mixture was cooled to room temperature, diluted with methanol (5.0 mL) and sonicated. The resulting precipitate was collected by filtration, washed with methanol and dried to afford a 50:50 mixture of title compound and 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol as an off-white solid, 0.67 g.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. customsonicated
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with methanol
  5. customdried
  6. customto afford

출처 및 근거

ORD 기록
ord-2eda990c044447b0b2d27e0e8d3449e5
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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