1-Bromo-4-chlorobutane → 1-(4-Chlorobutyl)-4-hydroxy-1H-quinolin-2-one

HRID 2240626Notes

Reaction equation

HRID 2240626 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[CH:3]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][Cl:18]>>[Cl:18][CH2:17][CH2:16][CH2:15][CH2:14][N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[CH:3][C:4]1=[O:12]

Participants

3

Reactant 2

HCID 813641-Bromo-4-chlorobutaneHCID 546808712(1H)-Quinolinone, 4-hydroxy-

Product 1

HCID 685838521-(4-Chlorobutyl)-4-hydroxy-1H-quinolin-2-oneYield 107.2%

Procedure

Analogously to the procedure described in Example I, reaction of 4-hydroxy-1H-quinolin-2-one (24.82 mmol, 4.00 g, prepared according to Monatsh. Chem. 1965, 96, 418) and bromo-4-chlorobutane (29.78 mmol, 5.11 g) afforded 6.70 g of the title compound which is contaminated with reactant. The mixture thus obtained was used in the next step without further purification.

Sources & evidence

ORD record
ord-3a0bfcf694e34527a908343777416228
Source dataset
uspto-grants-2010_05
Patent number
US07723384B2

Reaction notes

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