Phosphorus oxychloride → 6-Methoxyquinoline

HRID 1784784Notes

Reaction equation

HRID 1784784 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH:7]=[CH:6]2.P(Cl)(Cl)(Cl)=O>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 21836125HCID 21836125, compound

Product 1

HCID 148606-MethoxyquinolineYield 97%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-cyano, 4-oxo, 6-methoxy dihydroquinoline was reacted with phosphorus oxychloride in acetonitrile at 85° C. for 5 hr to give 3-cyano, 4-chloro, 6-methoxy quinoline 97% purity by HPLC

Sources & evidence

ORD record
ord-0e820eadf4754ff9a253078911dc2753
Source dataset
uspto-grants-2009_03
Patent number
US07504416B2

Reaction notes

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