Sulfuric Acid → 3-(5-Nitrofuran-2-yl)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxamide

HRID 839237Notes

Reaction equation

HRID 839237 reaction equation
[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]#[N:15])=[CH:12][N:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)[OH:23]>O>[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]([NH2:15])=[O:23])=[CH:12][N:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 203261183-(5-Nitrofuran-2-yl)-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 203261603-(5-Nitrofuran-2-yl)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxamideYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Stir 2.3 g of 3-(5-nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carbonitrile with 4.4 ml of concentrated sulfuric acid for 15 hours at from 35° to 40° C. Pour the resulting solution onto 75 g of ice and water; separate the formed precipitate and wash it with water until it is no longer acid to obtain a 97% yield of 3-(5-nitro-2-furyl)-1-(2-pyridyl)pyrazole-4-carboxamide [m.p. 249.5° to 250.5° C (from dimethylformamide/methanol)].

Workup

  1. customseparate the formed precipitate
  2. washwash it with water until it

Sources & evidence

ORD record
ord-cb5b43ff5c1a45ff8637821cb5b6ad7a
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Reaction notes

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