Sodium Carbonate → HCID 14458719, compound

HRID 1651039Notes

Reaction equation

HRID 1651039 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[O:4][C:5]1[N:10]=[C:9]([C:11]2[N:16]=[C:15](O)[CH:14]=[C:13]([CH2:18][CH2:19][CH3:20])[N:12]=2)[CH:8]=[CH:7][CH:6]=1.P(Cl)(Cl)([Cl:27])=O.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[Cl:27][C:15]1[CH:14]=[C:13]([CH2:18][CH2:19][CH3:20])[N:12]=[C:11]([C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([O:4][C:3]3[CH:21]=[CH:22][CH:23]=[CH:24][C:2]=3[Cl:1])[N:10]=2)[N:16]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178439456HCID 178439456, compound

Product 1

HCID 14458719HCID 14458719, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To solution of 2-(6-o-chlorophenoxy-2-pyridinyl)-4-hydroxy-6-n-propylprimidine (5 g) in toluene (100 ml), was added phosphoryl chloride (5 g). The mixture was heated under refluxing for one 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-chlono-2-(6-o-chlorophenoxy-2-pyridinyl)-6-n-propylpyrimidine (4.6 g, yield 87%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder refluxing for one 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-7f6cfc34854d4beba6b2bcb0eb4f2168
Source dataset
uspto-grants-1990_05
Patent number
US04927827

Reaction notes

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