HCID 12793266, compound → HCID 12793255, compound

HRID 2082744Notes

Reaction equation

HRID 2082744 reaction equation
[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]([NH2:19])=O>P(Cl)(Cl)(Cl)=O>[O:1]=[C:2]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH3:16])=[N:5][CH:4]=[C:3]1[C:17]#[N:19]

Participants

3

Reactant 1

HCID 12793266HCID 12793266, compound

Product 1

HCID 12793255HCID 12793255, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A solution of 1,6-dihydro-6-oxo-2-(2-ethoxyphenyl)pyrimidine-5-carboxamide (5.5 g.) in phosphorus oxychloride (160 ml.) was heated under reflux for 3.5 hours. The solution was evaporated under reduced pressure to a thick oil which was treated with water (150 ml.) with vigorous stirring. The mixture was filtered. The collected solid was washed with water, dried, and recrystallized from glacial acetic acid to give the title compound (3.48 g., 68% yield), m.p. 186°-187°.

Workup

  1. temperatureunder reflux for 3.5 hours
  2. customThe solution was evaporated under reduced pressure to a thick oil which
  3. additionwas treated with water (150 ml.) with vigorous stirring
  4. filtrationThe mixture was filtered
  5. washThe collected solid was washed with water
  6. customdried
  7. customrecrystallized from glacial acetic acid

Sources & evidence

ORD record
ord-4c671f7608fe4e748f6710bba639dddb
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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