Thionyl Chloride → Quinoline-3-carbonyl Chloride

HRID 1864673Notes

Reaction equation

HRID 1864673 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=O)[CH:2]=1.S(Cl)([Cl:16])=O>C1(C)C=CC=CC=1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([Cl:16])=[O:13])[CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 80971Quinoline-3-carboxylic acid

Product 1

HCID 11030631Quinoline-3-carbonyl ChlorideYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g of 3-quinoline carboxylic acid was mixed with 8.5 ml of thionyl chloride and 150 ml of toluene, and allowed to react at 100° C. for 12 hours. The reaction mixture was condensed under a reduced pressure, to obtain a residue that gave 10 g of the title compound (yield 90%).

Workup

  1. customto react at 100° C. for 12 hours
  2. customcondensed under a reduced pressure
  3. customto obtain a residue that

Sources & evidence

ORD record
ord-25eb61c9cda34c0e96a8f82c5a06e001
Source dataset
uspto-grants-2009_12
Patent number
US07625926B2

Reaction notes

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