Phosphorus oxychloride → HCID 11292881, compound

HRID 989749Notes

Reaction equation

HRID 989749 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:26]2[CH:30]=[CH:29][N:28]=[CH:27]2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=O)[CH:13]=[C:12]3[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:33])=O>>[Cl:33][C:14]1[CH:13]=[C:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:11]2[C:16](=[CH:17][CH:18]=[C:9]([CH:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[N:26]3[CH:30]=[CH:29][N:28]=[CH:27]3)[CH:10]=2)[N:15]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 15484954HCID 15484954, compound

Product 1

HCID 11292881HCID 11292881, compoundYield 99%

Procedure

A mixture of (±)-6-[(4-fluorophenyl)(1H-imidazol-1-yl)methyl]4-phenyl-2(1H)-quinolinone (0.0253 mol) in phosphoryl chloride (30 ml) was refluxed for 1 hour. The mixture was evaporated till dryness and the product was used without further purification, yielding 10.4 g (99%) of (±)-2-chloro-6-[(4-fluorophenyl)(1H-imidazol-1-yl)methyl]-4-phenyl-quinoline (interm. 1).

Workup

  1. temperaturewas refluxed for 1 hour
  2. customThe mixture was evaporated till dryness
  3. customthe product was used without further purification

Sources & evidence

ORD record
ord-dfd21df0adec454a855f0987a0f3c901
Source dataset
uspto-grants-2002_10
Patent number
US06458800B1

Reaction notes

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