Phosphorus oxychloride → HCID 17938141, compound

HRID 852313Notes

Reaction equation

HRID 852313 reaction equation
O=P(Cl)(Cl)Cl.[NH4+].[Cl-:7].[CH2:8]([N:10]1[C:14]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[C:13]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[NH:12][C:11]1=O)[CH3:9]>>[Cl:7][C:11]1[N:10]([CH2:8][CH3:9])[C:14]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[C:13]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[N:12]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychloride2×HCID 25517Ammonium ChlorideHCID 17938142HCID 17938142, compound

Product 1

HCID 17938141HCID 17938141, compoundYield 81%

Procedure

35 ml of POCl3 and a small amount of NH4Cl were added to 2.0 g of 1-ethyl-4-(4-fluorophenyl)-5-(4-pyridyl)imidazol-2-one, and the reaction mixture was heated under reflux for 9 h. After cooling, most of the excess POCl3 was distilled off, and distilled water was carefully added to the residue. The mixture was neutralized using 20% strength NaOH, resulting in the precipitation of the title compound. The precipitate was filtered off and dried over P2O5 under reduced pressure. Yield: 81%.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 9 h
  3. distillationwas distilled off
  4. distillationdistilled water
  5. additionwas carefully added to the residue

Sources & evidence

ORD record
ord-010467f8fba84ff9883da63d850134d8
Source dataset
uspto-grants-2007_08
Patent number
US07253191B2

Reaction notes

Loading…