Thionyl Chloride → HCID 15015183, compound

HRID 1025538Notes

Reaction equation

HRID 1025538 reaction equation
S(Cl)([Cl:3])=O.[OH:5][C:6]1[C:7]([C:16]([OH:18])=O)=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2>C(Cl)Cl>[OH:5][C:6]1[C:7]([C:16]([Cl:3])=[O:18])=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 2313638-Hydroxyquinoline-7-carboxylic Acid

Product 1

HCID 15015183HCID 15015183, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (906 mg, 7.61 mmol) was added drop wise to a cold solution of 8-hydroxyquinoline-7-carboxylic acid (1.2 g, 6.34 mmol) in dry DCM (18 mL). The reaction mixture was allowed to warm to RT and was then stirred under nitrogen for 4 h. The reaction mixture was then concentrated to dryness affording the title compound (1.3 g, 6.26 mmol) that was used in the next steps without any further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated to dryness

Sources & evidence

ORD record
ord-89e5ef576b42481b8d486ca560ab0519
Source dataset
uspto-grants-2014_05
Patent number
US08729098B2

Reaction notes

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