Thionyl Chloride → HCID 86608625, compound

HRID 1925364Notes

Reaction equation

HRID 1925364 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[C:17]([F:29])=[C:18]2[C:23](=[CH:24][CH:25]=1)[C:22]([C:26](O)=[O:27])=[CH:21][CH:20]=[CH:19]2.S(Cl)([Cl:32])=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[C:17]([F:29])=[C:18]2[C:23](=[CH:24][CH:25]=1)[C:22]([C:26]([Cl:32])=[O:27])=[CH:21][CH:20]=[CH:19]2

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 24822778HCID 24822778, compound

Product 1

HCID 86608625HCID 86608625, compound

Procedure

A suspension of 6-(6,7-dimethoxyquinolin-4-yloxy)-5-fluoro-1-naphthoic acid (1.23 g, 3.12 mmol) in thionyl chloride (3 mL, excess) was refluxed for 1.5 h. The reaction mixture was concentrated in-vacuo and azeotroped with toluene (×2) to give the title compound as a brown solid.

Workup

  1. temperaturewas refluxed for 1.5 h
  2. concentrationThe reaction mixture was concentrated in-vacuo
  3. customazeotroped with toluene (×2)

Sources & evidence

ORD record
ord-368a806f324e4a289a299df69e491761
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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