Ammonium Hydroxide → 3-Phenethyl-5-methyl-isoxazole-4-carboxamide

HRID 972080Notes

Reaction equation

HRID 972080 reaction equation
[CH2:1]([C:9]1[C:13]([C:14](Cl)=[O:15])=[C:12]([CH3:17])[O:11][N:10]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[NH4+:19]>C(OCC)C>[CH2:1]([C:9]1[C:13]([C:14]([NH2:19])=[O:15])=[C:12]([CH3:17])[O:11][N:10]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 537419495-Methyl-3-phenethylisoxazole-4-carbonyl chloride

Product 1

HCID 203964943-Phenethyl-5-methyl-isoxazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 24.9 g. (0.10 mole) 3-phenethyl-5-methyl-isoxazole-4-carboxylic acid chloride in 100 ml. diethyl ether is added to 7.7 g. (0.2 mole) of concentrated ammonium hydroxide while maintaining the temperature at 0° to 10° C. The mixture is stirred at room temperature overnight and filtered. The resulting solid is washed with water and dried to give 3-phenethyl-5-methyl-isoxazole-4-carboxamide; m.p. 135° to 136° C.

Workup

  1. additionA mixture of 24.9 g
  2. filtrationfiltered
  3. washThe resulting solid is washed with water
  4. customdried

Sources & evidence

ORD record
ord-255225866e6e4a2f8685992180733475
Source dataset
uspto-grants-1979_07
Patent number
US04163057

Reaction notes

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