Sodium Carbonate → HCID 14623120, compound

HRID 2351339Notes

Reaction equation

HRID 2351339 reaction equation
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[C:17](O)[N:16]=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[N:21]=2)[N:14]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[Cl:3][C:17]1[CH:18]=[C:13]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[Cl:6])[N:14]=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[N:21]=2)[N:16]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178424663HCID 178424663, compound

Product 1

HCID 14623120HCID 14623120, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Phosphoryl chloride (5 g) was added to the solution of 4-o-chlorophenyl-6-hydroxy-2-(6-methyl-2-pyridinyl)pyrimidine (5 g) in toluene (100 ml). The mixture was heated under reflux for 1 hour and left to stand to room temperature. Aqueous sodium carbonate solution was added thereto until the reaction solution became about pH 8 to be separated into two layers. Toluene layer was washed with water and dried over anhydrous magnesium sulfate. The toluene layer was concentrated under reduced pressure to obtain 4-chloro-6-o-chlorophenyl-2-(6-methyl-2-pyridinyl)pyrimidine (4.6 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. waitleft
  4. customto stand to room temperature
  5. customto be separated into two layers
  6. washToluene layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationThe toluene layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-48ad2f5846564adfa2e361d948509b1f
Source dataset
uspto-grants-1989_10
Patent number
US04873248

Reaction notes

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