Piperidine → 5-(5-nitrofuran-2-yl)-1H-pyrazole-4-carbaldehyde

HRID 839197Notes

Reaction equation

HRID 839197 reaction equation
C1O[CH:4]([C:5]2[C:6]([C:14]3[O:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=3)=[N:7][N:8](C(OC)=O)[CH:9]=2)[O:3]C1.N1CCCCC1>O1CCOCC1.O>[N+:19]([C:16]1[O:15][C:14]([C:6]2[C:5]([CH:4]=[O:3])=[CH:9][NH:8][N:7]=2)=[CH:18][CH:17]=1)([O-:21])=[O:20]

Participants

5

Reactant 2

HCID 8082PiperidineHCID 203260461-Methoxycarbonyl-3-(5-nitro-2-furyl)pyrazole-4-carboxaldehyde-ethyleneacetal

Product 1

HCID 1785198815-(5-nitrofuran-2-yl)-1H-pyrazole-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

React 3.1 g of 1-methoxycarbonyl-3-(5-nitro-2-furyl)pyrazole-4-carboxaldehyde-ethyleneacetal in 50 ml of dioxan and 25 ml of water with 1.73 g of piperidine for 20 minutes at room temperature (20° C) and then proceed according to the method of part (a) above to obtain 3-(5-nitro-2-furyl)-1H-pyrazole-4-carboxaldehyde with a melting point of 185° to 187° C.

Sources & evidence

ORD record
ord-0701e83ff65d4d4bba6c4d0922f88c75
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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