HCID 12793272, compound → HCID 12793261, compound

HRID 2082746Notes

Reaction equation

HRID 2082746 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]=[CH2:17])=[N:5][CH:4]=[C:3]1[C:18]([NH2:20])=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]=[CH2:17])=[N:5][CH:4]=[C:3]1[C:18]#[N:20]

Participants

3

Reactant 1

HCID 12793272HCID 12793272, compound

Product 1

HCID 12793261HCID 12793261, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A solution of 1,6-dihydro-6-oxo-2-(2-allyloxyphenyl)pyrimidine-5-carboxamide (3.58 g.) in phosphorus oxychloride (60 ml.) was heated under reflux for 2 hours. The solution was evaporated to dryness. The residue was cooled in ice and then treated cautiously with ice-water. The mixture was warmed to 25° and then heated on a steam bath for 15 minutes. The solid was collected, washed with cold water, and recrystallized from benzene-Skellysolve B to give the title compound (2.3 g., 69%), m.p. 162°-164°.

Workup

  1. temperatureunder reflux for 2 hours
  2. customThe solution was evaporated to dryness
  3. temperatureThe residue was cooled in ice
  4. additiontreated cautiously with ice-water
  5. temperatureThe mixture was warmed to 25°
  6. temperatureheated on a steam bath for 15 minutes
  7. customThe solid was collected
  8. washwashed with cold water
  9. customrecrystallized from benzene-Skellysolve B

Sources & evidence

ORD record
ord-bcbfba6fc6314f8ca70c8f0e045dd28c
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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