[3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazol-4-yl]methanol → 3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde

HRID 839245Notes

Reaction equation

HRID 839245 reaction equation
[OH:1][CH2:2][C:3]1[C:4]([C:14]2[O:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=2)=[N:5][N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[N+:19]([C:16]1[O:15][C:14]([C:4]2[C:3]([CH:2]=[O:1])=[CH:7][N:6]([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:5]=2)=[CH:18][CH:17]=1)([O-:21])=[O:20]

Participants

4

Reactant 1

HCID 20326211[3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazol-4-yl]methanol

Product 1

HCID 203262553-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Heat 0.42 g of 4-hydroxymethyl-3-(5-nitro-2-furyl)-1-phenylpyrazole with 1.3 g of activated manganese dioxide and 6 ml of chloroform for 4 hours at boiling with removal of water. Filter while warm and extract the filter residue three times by boiling with chloroform. Concentrate the produced organic solutions to obtain 3-(5-nitro-2-furyl)-1-phenylpyrazole-4-carboxaldehyde [m.p. 208° to 209° C].

Workup

  1. customat boiling with removal of water
  2. filtrationFilter
  3. temperaturewhile warm
  4. extractionextract the filter residue three times
  5. concentrationConcentrate the produced organic solutions

Sources & evidence

ORD record
ord-94d09087271b4328a2c67bc52eba23b2
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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