Phosphorus oxychloride → HCID 59312932, compound

HRID 2389737Notes

Reaction equation

HRID 2389737 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13](O)[N:12]2[CH:16]=[CH:17][N:18]=[C:11]2[CH:10]=1.P(Cl)(Cl)([Cl:21])=O>C(=O)(O)[O-].[Na+]>[Cl:21][C:13]1[N:12]2[CH:16]=[CH:17][N:18]=[C:11]2[CH:10]=[C:9]([C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])[N:14]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517482HCID 178517482, compound

Product 1

HCID 59312932HCID 59312932, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent2×

Conditions

Temperature
120 °C

Procedure

12.0 g (42.84 mmol) of 7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-ol are introduced into 131.6 g (858.27 mmol) of phosphoryl chloride and heated at 120° C. for 5 h. A clear solution is produced after 10 min. The mixture is allowed to cool, and then 2000 ml of saturated aqueous sodium bicarbonate solution are cautiously added. Towards the end, about 100 g of solid sodium bicarbonate are also added, and the mixture is stirred at pH 7 for 10 min. The precipitate is filtered off with suction, thoroughly washed with water, suspended in a little isopropanol and sucked dry. It is then washed once more with petroleum ether and dried under high vacuum at 50° C. 11 g (81% of theory) of the product are obtained as a solid.

Workup

  1. customA clear solution is produced after 10 min
  2. temperatureto cool
  3. filtrationThe precipitate is filtered off with suction
  4. washthoroughly washed with water
  5. customsucked dry
  6. washIt is then washed once more with petroleum ether
  7. customdried under high vacuum at 50° C
  8. custom11 g (81% of theory) of the product are obtained as a solid

Sources & evidence

ORD record
ord-18841ee676524ef0af30690db03f135b
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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