Ammonia → HCID 12793271, compound

HRID 2082741Notes

Reaction equation

HRID 2082741 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][CH:15]([CH2:17][CH3:18])[CH3:16])=[N:5][CH:4]=[C:3]1[C:19]([O:21]CC)=O.[NH3:24]>>[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][CH:15]([CH2:17][CH3:18])[CH3:16])=[N:5][CH:4]=[C:3]1[C:19]([NH2:24])=[O:21]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 12535805HCID 12535805, compound

Product 1

HCID 12793271HCID 12793271, compoundYield 87.7%

Procedure

A steel bomb containing ethyl (±)-1,6-dihydro-6-oxo-2-(2-sec-butoxyphenyl)pyrimidine-5-carboxylate (3.76 g.) and liquid ammonia (ca. 45 ml.) was heated on a steam bath for four hours. The ammonia was removed. A solution of the residue in ice-water was acidified with concentrated hydrochloric acid. The precipitate was recrystallized from methanol to give the title compound (2.99 g., 87.7% yield), m.p. 183°-185°.

Workup

  1. temperaturewas heated on a steam bath for four hours
  2. customThe ammonia was removed
  3. customThe precipitate was recrystallized from methanol

Sources & evidence

ORD record
ord-1d651bfe3da3420985060f0fd162580d
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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