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

HRID 1728644Notes

Reaction equation

HRID 1728644 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-57fc45cd21964a459c26a8cfb108d663
Source dataset
uspto-grants-1994_07
Patent number
US05328924

Reaction notes

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