Water → 2-Chloro-3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-ol

HRID 2266632Notes

Reaction equation

HRID 2266632 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]2[C:8](=O)[NH:9][C:10]3[C:15]([C:16]=2[CH3:17])=[C:14]([OH:18])[CH:13]=[C:12]([CH3:19])[CH:11]=3)=[CH:4][CH:3]=1.O.P(Cl)(Cl)([Cl:26])=O>>[Cl:26][C:8]1[C:7]([CH2:6][C:5]2[CH:21]=[CH:22][C:2]([Cl:1])=[CH:3][CH:4]=2)=[C:16]([CH3:17])[C:15]2[C:14]([OH:18])=[CH:13][C:12]([CH3:19])=[CH:11][C:10]=2[N:9]=1

Participants

4

Reactant 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 686078103-(4-chlorobenzyl)-5-hydroxy-4,7-dimethyl-1H-quinolin-2-one

Product 1

HCID 1363359252-Chloro-3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-ol

Procedure

A solution of 3-(4-chlorobenzyl)-5-hydroxy-4,7-dimethyl-1H-quinolin-2-one (1.8 g) in phosphorus oxychloride (9.0 mL) was heated at 180° C. in a microwave reactor for 15 minutes. The solution was poured onto a mixture of ice and water and the resulting precipitate collected by filtration, washed with water and then dried to afford title compound, 2.3 g.

Workup

  1. filtrationthe resulting precipitate collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-722860ea07a14d929f56a7c3a0d264e3
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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