1-Bromo-3-chloropropane → 6-(3-Chloropropoxy)carbostyril

HRID 1856746Notes

Reaction equation

HRID 1856746 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.Br[CH2:14][CH2:15][CH2:16][Cl:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:17][CH2:16][CH2:15][CH2:14][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 1770652,6-Dihydroxyquinoline

Product 1

HCID 142894806-(3-Chloropropoxy)carbostyril

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 6-hydroxycarbostyril (50 g) and 1-bromo-3-chloropropane (120 ml) in dimethylformamide (600 ml) is added potassium carbonate (65 g) in portions at room temperature. The mixture is stirred at room temperature for three days, and the insoluble materials are collected by filtration and washed with n-hexane. The resulting crystals are further washed successively with water, acetone and n-hexane, and dried to give 6-(3-chloropropoxy)carbostyril (50.7 g) as a white powder.

Workup

  1. filtrationthe insoluble materials are collected by filtration
  2. washwashed with n-hexane
  3. washThe resulting crystals are further washed successively with water, acetone and n-hexane
  4. customdried

Sources & evidence

ORD record
ord-d374a24f64a547f592e02995233369f2
Source dataset
uspto-grants-2000_11
Patent number
US06143763

Reaction notes

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