Methane → HCID 12535846, compound

HRID 437446Notes

Reaction equation

HRID 437446 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][CH2:16][CH2:17][CH3:18])=[N:5][CH:4]=[C:3]1[C:19]([O:21]CC)=[O:20].[OH-].[Na+].C>C(O)C>[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][CH2:16][CH2:17][CH3:18])=[N:5][CH:4]=[C:3]1[C:19]([OH:21])=[O:20]

Participants

5

Reactant 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 12535803HCID 12535803, compound

Product 1

HCID 12535846HCID 12535846, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 1,6-dihydro-6-oxo-2-(2-n-butoxyphenyl)pyrimidine-5-carboxylate (3.16 g., 0.01 mole), 1.0N sodium hydroxide (25 ml.), and 95% ethanol (10 ml.) was heated under reflux for 10 minutes. The hot solution was treated with charcoal and filtered. The filtrate was acidified with 1.0N hydrochloric acid (26 ml.) to precipitate the title compound (2.8 g., 97%), m.p. 163°-165°. Recrystallization from ethanol gave analytical product, m.p. 165°-166°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 10 minutes
  3. filtrationfiltered
  4. customto precipitate the title compound (2.8 g., 97%), m.p. 163°-165°
  5. customRecrystallization from ethanol
  6. customgave analytical product, m.p. 165°-166°

Sources & evidence

ORD record
ord-17e3851cf02e45bd98afd6b4b86b8593
Source dataset
uspto-grants-1977_06
Patent number
US04031093

Reaction notes

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