Ammonium Hydroxide → 5-Methyl-2-phenyl-4-oxazolecarboxamide

HRID 616015Notes

Reaction equation

HRID 616015 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[C:13](Cl)=[O:14].[OH-].[NH4+:17]>>[C:13]([C:3]1[N:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[O:6][C:2]=1[CH3:1])(=[O:14])[NH2:17]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 3185305-Methyl-2-phenyl-1,3-oxazole-4-carbonyl chloride

Product 1

HCID 1003445-Methyl-2-phenyl-4-oxazolecarboxamide

Procedure

9.4 Grams (0.0425 mole) of 5-methyl-2-phenyl-4-oxazolecarboxylic acid chloride is added in small portions to 200 ml. (3.33 mole) of concentrated ammonium hydroxide. The mixture is vigorously stirred and the temperature is maintained at about 0° during the addition step. After the addition, the temperature is allowed to rise to room temperature and the mixture is left standing overnight. The solid which forms is collected by filtration, washed with water, dried and recrystallized from methanol. 6.35 Grams of the title product is obtained; m.p. 154°-157° (from methanol).

Workup

  1. temperaturethe temperature is maintained at about 0° during the addition step
  2. additionAfter the addition
  3. customto rise to room temperature
  4. waitthe mixture is left
  5. filtrationThe solid which forms is collected by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from methanol

Sources & evidence

ORD record
ord-137ac90b643b4b219407de5cef80324f
Source dataset
uspto-grants-1978_02
Patent number
US04072689

Reaction notes

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