HCID 12793270, compound → HCID 12793259, compound

HRID 2082745Notes

Reaction equation

HRID 2082745 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][CH:16]([CH3:18])[CH3:17])=[N:5][CH:4]=[C:3]1[C:19]([NH2:21])=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][CH:16]([CH3:17])[CH3:18])=[N:5][CH:4]=[C:3]1[C:19]#[N:21]

Participants

3

Reactant 1

HCID 12793270HCID 12793270, compound

Product 1

HCID 12793259HCID 12793259, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A mixture of 1,6-dihydro-6-oxo-2-(2-isobutoxyphenyl)pyrimidine-5-carboxamide (7.4 g.) and phosphorus oxychloride (150 ml.) was heated under reflux for 3.5 hours. Excess phosphorus oxychloride was removed under reduced pressure. The residue was treated with water (150 ml.). The mixture was stirred briefly, cooled, and filtered. The collected solid was recrystallized from 50% aqueous acetic acid to give the title compound (3.9 g., 58% yield), m.p. 186°-187°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3.5 hours
  3. customExcess phosphorus oxychloride was removed under reduced pressure
  4. additionThe residue was treated with water (150 ml.)
  5. temperaturecooled
  6. filtrationfiltered
  7. customThe collected solid was recrystallized from 50% aqueous acetic acid

Sources & evidence

ORD record
ord-321897c5ed094ef28bcb86018cff1441
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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