Thionyl Chloride → HCID 15484968, compound

HRID 1739815Notes

Reaction equation

HRID 1739815 reaction equation
O[CH:2]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH:7]=[C:6]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.S(Cl)([Cl:29])=O>C(Cl)Cl>[Cl:29][CH:2]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH:7]=[C:6]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21837476HCID 21837476, compound

Product 1

HCID 15484968HCID 15484968, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (±)-6-[hydroxy(3-fluorophenyl)methyl]-4-phenyl-2(1H)-quinolinone (11 g) of thionyl chloride (11 ml) and DCM (120 ml) was stirred at room temperature for 12 hours. The solvent was evaporated till dryness and used without further purification, yielding 11.6 g (±)-6-[chloro(3-fluorophenyl)methyl]-4-phenyl-2(1H)-quinolinone (100%) (interm. 3).

Workup

  1. customThe solvent was evaporated till dryness
  2. customused without further purification

Sources & evidence

ORD record
ord-77f4df4e12d94366a4c46e44358bd1ad
Source dataset
uspto-grants-1999_10
Patent number
US05968952

Reaction notes

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