Phosphorus oxychloride → HCID 59716822, compound

HRID 2224264Notes

Reaction equation

HRID 2224264 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][NH:5][C:4](=O)[C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:4]1[N:5]=[N:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 59716801HCID 59716801, compound

Product 1

HCID 59716822HCID 59716822, compoundYield 67%

Conditions

Temperature
120 °C

Procedure

A suspension of compound 5-chloro-4-(pyridin-4-yl)pyridazin-3(2H)-one (2.5 g, 12 mmol) in POCl3 (20 mL) was heated at 120° C. for 3 h. After this time, the reaction mixture was cooled to RT. The reaction mixture was concentrated under reduced pressure. The obtained residue was treated with ice-cold saturated aqueous NaHCO3. The formed precipitate was collected by filtration and washed with water to give the title compound, 3,5-dichloro-4-(pyridin-4-yl)pyridazine as an off-white solid (1.8 g, 67%). LC/MS (method A): RT=0.70 min, (M+H)+=226.

Workup

  1. temperatureAfter this time, the reaction mixture was cooled to RT
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionThe obtained residue was treated with ice-cold saturated aqueous NaHCO3
  4. filtrationThe formed precipitate was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-129075aec94d4256b20d78cec0f0894f
Source dataset
uspto-grants-2008_05
Patent number
US07378418B2

Reaction notes

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