Ammonia → HCID 178458306, compound

HRID 363367Notes

Reaction equation

HRID 363367 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[N:5]=[C:4]([C:18]([O:20]CC)=O)[CH:3]=1.Cl.[NH3:24]>>[OH:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[O:14][CH2:15][CH2:16][CH3:17])[N:5]=[C:4]([C:18]([NH2:24])=[O:20])[CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 178458308HCID 178458308, compound

Product 1

HCID 178458306HCID 178458306, compound

Procedure

A solution of ethyl 6-hydroxy-2-(2-propoxyphenyl)pyrimidine-4-carboxylate (0.44 g) in aqueous ammonia solution (20 ml) was stirred in a stoppered flask at ambient temperature for 4 hours and then allowed to stand for 3 days. The reaction mixture was acidified with concentrated hydrochloric acid to precipitate the title compound, 0.46 g, m.p. 232°-4° C. This was recrystallized from ethanol:methanol to yield the pure title compound, 0.32 g, m.p. 233.5°-234.5° C.

Workup

  1. customto precipitate the title compound, 0.46 g, m.p. 232°-4° C
  2. customThis was recrystallized from ethanol

Sources & evidence

ORD record
ord-b9aa2a370253403a962f86ea524d9424
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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