Water → 3-(5-Nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carboxaldehydeoxime

HRID 839236Notes

Reaction equation

HRID 839236 reaction equation
C([O-])(=O)C.[Na+].Cl.[NH2:7][OH:8].[N+:9]([C:12]1[O:16][C:15]([C:17]2[C:21]([CH:22]=O)=[CH:20][N:19]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[N:18]=2)=[CH:14][CH:13]=1)([O-:11])=[O:10].O>CN(C)C=O>[N+:9]([C:12]1[O:16][C:15]([C:17]2[C:21]([CH:22]=[N:7][OH:8])=[CH:20][N:19]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[N:18]=2)=[CH:14][CH:13]=1)([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 203261643-(5-Nitrofuran-2-yl)-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 542199553-(5-Nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carboxaldehydeoximeYield 99%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add 1.18 g of anhydrous sodium acetate and 1.0 g of hydroxylamine hydrochloride to 3.9 g of 3-(5-nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carboxaldehyde in 12 ml of dimethylformamide, whereupon the temperature of the formed mixture rises slightly. Stir the resulting mixture at room temperature for 4 hours before pouring onto ice and water to obtain a 99% yield of 3-(5-nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carboxaldehydeoxime [m.p. 234.5° to 235° C].

Sources & evidence

ORD record
ord-288267ed953a476b90d9c5285992b199
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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