Ammonia → HCID 12793272, compound

HRID 2082743Notes

Reaction equation

HRID 2082743 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]([O:20]CC)=O.[NH3:23]>>[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]([NH2:23])=[O:20]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 12535807HCID 12535807, compound

Product 1

HCID 12793272HCID 12793272, compound

Procedure

A mixture of ethyl 1,6-dihydro-6-oxo-2-(2-allyloxyphenyl)-pyrimidine-5-carboxylate (5.0 g.) and liquid ammonia (50 ml.) in a steel bomb was kept at 25° for 18 hours and then heated on a steam bath for 2.5 hours. The ammonia was removed. The residue was dissolved in water and the solution acidified with acetic acid. The precipitated title compound (4.4 g., 97%), m.p. 202-204° with resolodification and remelting at 275°-280° , was recrystallized from ethanol to give analytical material, m.p. 205°-207° .

Workup

  1. temperatureheated on a steam bath for 2.5 hours
  2. customThe ammonia was removed
  3. dissolutionThe residue was dissolved in water
  4. customThe precipitated title compound (4.4 g., 97%), m.p. 202-204° with resolodification
  5. customremelting at 275°-280°
  6. customwas recrystallized from ethanol
  7. customto give analytical material, m.p. 205°-207°

Sources & evidence

ORD record
ord-9edcb66a87b748158b4af90f9c274a7b
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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