Water → 4-Pyridin-3-yl-1,2,5-oxadiazol-3-amine

HRID 1734557Notes

Reaction equation

HRID 1734557 reaction equation
[N:1](=[C:3]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[C:4](=[N:6][OH:7])[NH2:5])O.P(Cl)(Cl)(Cl)(Cl)Cl.O.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[NH2:5][C:4]1[C:3]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[N:1][O:7][N:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24819Phosphorus pentachlorideHCID 136341185alpha-Oximino-3-pyridylacetamidoxime

Product 1

HCID 14155234-Pyridin-3-yl-1,2,5-oxadiazol-3-amine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Crude alpha-oximino-3-pyridylacetamidoxime (5 g) and phosphorus pentachloride (5 g) was refluxed in dry ether (250 ml) for 6 h. Water and potassium carbonate to alkaline pH was added and the phases separated. The aqueous phase was extracted with ether and the combined ether phases dried. Evaporation of the ether phases gave the title compound in 850 mg yield; M+ : 162.

Workup

  1. customthe phases separated
  2. extractionThe aqueous phase was extracted with ether
  3. dry with materialthe combined ether phases dried
  4. customEvaporation of the ether phases

Sources & evidence

ORD record
ord-04529ab6353f4adb8fb87c4133a3006e
Source dataset
uspto-grants-1996_07
Patent number
US05534528

Reaction notes

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