Chloride → HCID 54264901, compound

HRID 2287227Notes

Reaction equation

HRID 2287227 reaction equation
[C:1]([NH:4][NH:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1)(=O)[CH3:2].P(Cl)(Cl)(Cl)=[O:19].[Cl-]>>[CH3:2][C:1]1[NH:4][N:5]=[C:6]([CH:11]=[CH:10][NH:9][C:8](=[O:19])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1

Participants

4

Reactant 3

HCID 312ChlorideHCID 24813Phosphorus oxychlorideHCID 23459939HCID 23459939, compound

Product 1

HCID 54264901HCID 54264901, compound

Procedure

A mixture of 1.0 g. of 1-acetyl-2-(2-phenylpyrimidin-4-yl)hydrazine and 10 ml. of phosphorus oxychloride is heated to the reflux temperature, with stirring, for 7 hours. The mixture is cooled to room temperature, melthylene chloride is added and evaporated under reduced pressure to remove excess phosphorus oxychloride. This is repeated, and the residue is taken up in methylene chloride; the organic layer is washed thoroughly with 5% sodium bicarbonate solution, then with water, dried over anhydrous sodium sulfate and evaporated. The residue is a pale yellow solid which is recrystallized from methylene chloride/hexane. The product of the example, m.p. 140°-145°, is thereby obtained.

Workup

  1. additionA mixture of 1.0 g
  2. customevaporated under reduced pressure
  3. customto remove excess phosphorus oxychloride
  4. washthe organic layer is washed thoroughly with 5% sodium bicarbonate solution
  5. dry with materialwith water, dried over anhydrous sodium sulfate
  6. customevaporated
  7. customis recrystallized from methylene chloride/hexane

Sources & evidence

ORD record
ord-ca181a1501de4cd6b88d6f5c76085d20
Source dataset
uspto-grants-1981_05
Patent number
US04269980

Reaction notes

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