Ammonium Hydroxide → 5-Oxazolecarboxamide, 4-methyl-2-phenyl-

HRID 616014Notes

Reaction equation

HRID 616014 reaction equation
[OH-].[NH4+:2].[C:3]([C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH3:19])(OCC)=[O:4]>C(O)C>[C:3]([C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH3:19])(=[O:4])[NH2:2]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 12282208ethyl 4-methyl-2-phenyl-1,3-oxazole-5-carboxylate

Product 1

HCID 727635-Oxazolecarboxamide, 4-methyl-2-phenyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

150 Ml. (2.5 mole) of concentrated ammonium hydroxide is added dropwise to a solution of 10 g. (0.0434 mole) of 5-carbethoxy-2-phenyl-4-methyloxazole in 150 ml. of 95% ethanol. The mixture is stirred three days at room temperature, then it is concentrated to 50 ml. by evaporating the ethanol and chilled. The precipitated product is filtered, washed, dried over sodium sulfate and recrystallized from methanol; yield 3.7 g. of the title compound; m.p. 187°-190°.

Workup

  1. concentrationit is concentrated to 50 ml
  2. customby evaporating the ethanol
  3. temperaturechilled
  4. filtrationThe precipitated product is filtered
  5. washwashed
  6. dry with materialdried over sodium sulfate
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-41a18a3b133e47a28f4c0d53ffcb7d5b
Source dataset
uspto-grants-1978_02
Patent number
US04072689

Reaction notes

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