Hydrochloric Acid → 1-methyl-3-nitro-1H-pyrazole-4-carboxylic acid

HRID 614658Notes

Reaction equation

HRID 614658 reaction equation
[OH-:1].[Na+].[CH3:3][N:4]1[CH:8]=[C:7]([C:9]#N)[C:6]([N+:11]([O-:13])=[O:12])=[N:5]1.Cl.[OH2:15]>>[CH3:3][N:4]1[CH:8]=[C:7]([C:9]([OH:15])=[O:1])[C:6]([N+:11]([O-:13])=[O:12])=[N:5]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 49131911-methyl-3-nitro-1H-pyrazole-4-carbonitrile

Product 1

HCID 183325151-methyl-3-nitro-1H-pyrazole-4-carboxylic acid

Procedure

A solution was made of 350 ml. of water, 35 gm. of NaOH, and 32 gm. of 1-methyl-3-nitro-4-pyrazolecarbonitrile. The solution was refluxed for 18 hours, cooled in an ice bath, and then acidified to pH 2 with concentrated HCl. A solid pecipitated, which was filtered, washed with cold water, and recrystallized from methanol-water. The yield was 32.5 gm. of 1-methyl-3-nitro-4-pyrazolecarboxylic acid, m.p 185°-187° C.

Workup

  1. temperatureThe solution was refluxed for 18 hours
  2. temperaturecooled in an ice bath
  3. filtrationA solid pecipitated, which was filtered
  4. washwashed with cold water
  5. customrecrystallized from methanol-water
  6. customof 1-methyl-3-nitro-4-pyrazolecarboxylic acid, m.p 185°-187° C.

Sources & evidence

ORD record
ord-99f9835b84ab40a6bff985ae46ca2e88
Source dataset
uspto-grants-1979_03
Patent number
US04145554

Reaction notes

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