Sulfuric Acid → 5-(Furan-2-yl)-1-methyl-1H-pyrazole-4-carboxamide

HRID 839250Notes

Reaction equation

HRID 839250 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]([CH3:11])[N:9]=[CH:8][C:7]=1[C:12]#[N:13].S(=O)(=O)(O)[OH:15].[OH-].[Na+]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]([CH3:11])[N:9]=[CH:8][C:7]=1[C:12]([NH2:13])=[O:15]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 20326245HCID 20326245, compound

Product 1

HCID 203262475-(Furan-2-yl)-1-methyl-1H-pyrazole-4-carboxamideYield 91%

Procedure

Stir 1.1 g of 5-(2-furyl)-1-methylpyrazole-4-carbonitrile together with 7 ml of concentrated sulfuric acid for 24 hours at room temperature. Pour the resulting mixture onto ice and adjust its pH-value to 4 with caustic soda. Then extract it with methylene chloride and reduce the organic phase to dryness to obtain 5-(2-furyl)-1-methylpyrazole-4-carboxamide [m.p. 115.5° to 116° C (from ethanol)] with a yield of 91%.

Workup

  1. additionPour the resulting mixture onto ice
  2. extractionThen extract it with methylene chloride

Sources & evidence

ORD record
ord-d2a7a5f2e2b6499a97ae3fbf10c23161
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

Loading…