Diethylformamide → 4-Chloroquinoline

HRID 1741258Notes

Reaction equation

HRID 1741258 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O.C(N(CC)C=O)C>CN(C)C=O>[Cl:14][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 12051DiethylformamideHCID 24386Thionyl ChlorideHCID 178516385quinolin-4-ol

Product 1

HCID 691404-Chloroquinoline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

reacting the 4-hydroxyquinoline of formula (11) with thionyl chloride in the presence N,N-dimethylformamide or N,N-diethylformamide to obtain a 4-chloroquinoline of formula (12), ##STR11##

Sources & evidence

ORD record
ord-7dde05b49a7149fdae7baca198563950
Source dataset
uspto-grants-1999_10
Patent number
US05973153

Reaction notes

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