Ammonia → 3-Benzyl-1,2,4-oxadiazol-5-amine

HRID 1657369Notes

Reaction equation

HRID 1657369 reaction equation
[C:1]1([CH2:7][C:8]2[N:12]=[C:11](C(Cl)(Cl)Cl)[O:10][N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:17]>CCOCC>[NH2:17][C:11]1[O:10][N:9]=[C:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:12]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 215332303-(Phenylmethyl)-5-trichloromethyl-1,2,4-oxadiazole

Product 1

HCID 122081793-Benzyl-1,2,4-oxadiazol-5-amine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 60 g. (0.22 moles) of 3-(phenylmethyl)-5-trichloromethyl-1,2,4-oxadiazole and 50 ml. of ether are added dropwise with stirring into 100 ml. of liquid ammonia and stirred for an additional hour. The ammonia and ether are evaporated, the residue is treated with a little water and filtered under suction. 33.3 g. of 5-amino-3-(phenylmethyl)-1,2,4-oxadiazole are obtained, m.p. 142°-145°. After recrystallization from ethanol the compound melts at 145°-146°.

Workup

  1. additionA mixture of 60 g
  2. customThe ammonia and ether are evaporated
  3. additionthe residue is treated with a little water
  4. filtrationfiltered under suction

Sources & evidence

ORD record
ord-d136b4f85bd549d59d5f959bb3173914
Source dataset
uspto-grants-1976_06
Patent number
US03960849

Reaction notes

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