4,7-Dichloroquinoline → 1-Propanol, 3-[(7-chloro-4-quinolinyl)amino]-
Reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH2:13][CH2:14][CH2:15][CH2:16][OH:17]>O>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 135 °C
Procedure
A mixture of 4,7-dichloroquinoline (25.35 g, 0.128 mol) and 3-aminopropanol (120 mL, 1.57 mol) were heated with stirring at 130-140° C. for 24 hours. After cooling, the reaction mixture was poured into water (500 mL) and filtered, and the solid residue was dried then boiled in ethyl acetate (250 mL) to give the title compound (27.3 g, 90%) as an off-white solid.
Workup
- temperaturewere heated
- temperatureAfter cooling
- filtrationfiltered
- customthe solid residue was dried
Sources & evidence
- ORD record
- ord-fc6bfc11c84547f1b52be2d6177a1fb4
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658648B2
Reaction notes
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