Ammonia → HCID 21533227, compound

HRID 1657372Notes

Reaction equation

HRID 1657372 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]1[N:11]=[C:10](C(Cl)(Cl)Cl)[O:9][N:8]=1.[NH3:16]>CCOCC>[NH2:16][C:10]1[O:9][N:8]=[C:7]([CH2:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[N:11]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 215332213-[(Thiophen-2-yl)methyl]-5-(trichloromethyl)-1,2,4-oxadiazole

Product 1

HCID 21533227HCID 21533227, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

124.8 g. (0.44 moles) of the 3-(2-thienylmethyl)-5-(trichloromethyl)-1,2,4-oxadiazole obtained in part (a) are dissolved in 100 ml. of ether and added dropwise to 200 ml. of liquid ammonia at -45° with stirring. This mixture is stirred for one more hour and then the ammonia and solvent are permitted to evaporate overnight. The solid residue is treated with water and filtered under suction. 75 g. of crude 5-amino-3-(2-thienylmethyl)-1,2,4-oxadiazole are obtained which is recrystallized from isopropanol, yield 52.5 g., m.p. 132°-133°.

Workup

  1. dissolutionare dissolved in 100 ml
  2. customto evaporate overnight
  3. additionThe solid residue is treated with water
  4. filtrationfiltered under suction

Sources & evidence

ORD record
ord-57a253e6d2f646f9972ca3f6547f8238
Source dataset
uspto-grants-1976_06
Patent number
US03960849

Reaction notes

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