Nitrogen → 3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane

HRID 1769590Notes

Reaction equation

HRID 1769590 reaction equation
C[N:2]([CH3:13])[C:3]1[CH:12]=[CH:11][C:6]([C:7]([NH:9]N)=[O:8])=[CH:5]C=1.[N:14]#N.C(Cl)(=O)C1C=CC=C(C(Cl)=O)C=1.[N:28]1[CH:33]=CC=CC=1>>[CH2:12]1[CH:11]2[CH:6]([C:7]3[O:8][N:14]=[C:33]([NH2:28])[N:9]=3)[CH2:5][N:2]([CH2:13]2)[CH2:3]1

Participants

5

Reactant 4

HCID 947NitrogenHCID 1049Pyridine3×HCID 7451Isophthaloyl chlorideHCID 88019p-(Dimethylamino)benzohydrazide2×

Product 1

HCID 1639383-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane

Procedure

First, 10.31 g (57.53 mmol) of 4-Dimethylaminobenzhydrazide and then 100 ml of dehydrated pyridine are put in a three neck flask (capacity: 500 ml). Next, a cooling tube is attached to the mouth of the flask and N2 gas is installed inside. 4-Dimethylaminobenzhydrazide was dissolved in the pyridine by mixing at a room temperature. Further, 6.26 g (30.83 mmol) of Isophthaloyl Chloride was added to the system of reaction from a side tube of the three neck flask, and for 8 hours the pyridine was refluxed. After the reaction is done, pyridine is removed from the system of reaction by distillation. The reactant is washed well and is vacuum dried in a vacuum desiccator. Consequently an oxadiazole precursor is formed. The above reaction is expressed by the chemical formula 19 below. ##STR13## 2. The synthesis of an oxadiazole compound.

Workup

  1. additionby mixing at a room temperature
  2. custompyridine is removed from the system of reaction by distillation
  3. washThe reactant is washed well
  4. customdried in a vacuum desiccator

Sources & evidence

ORD record
ord-2018fcfba2b5427588553ce1433280b6
Source dataset
uspto-grants-1995_01
Patent number
US05382477

Reaction notes

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