Methanol → HCID 178499180, compound

HRID 733116Notes

Reaction equation

HRID 733116 reaction equation
S(Cl)(Cl)=O.[N+:5]([C:8]1[C:9]([C:13]([OH:15])=[O:14])=[N:10][NH:11][CH:12]=1)([O-:7])=[O:6].[CH3:16]O>>[N+:5]([C:8]1[C:9]([C:13]([O:15][CH3:16])=[O:14])=[N:10][NH:11][CH:12]=1)([O-:7])=[O:6]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178524956HCID 178524956, compound

Product 1

HCID 178499180HCID 178499180, compoundYield 95.8%

Procedure

Thionyl chloride (5.1 mL, 70.0 mmol) was added portionwise to a solution of 4-nitro-1H-pyrazole-3-carboxylic acid (10.0 g, 63.7 mmol) in methanol (100 mL). After the mixture was stirred overnight at room temperature, the solvent was evaporated in vacuo. After the residue was dissolved in ethyl acetate, the solution was washed with water and saturated aqueous brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain the title compound (10.43 g, 95.8%).

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionAfter the residue was dissolved in ethyl acetate
  3. washthe solution was washed with water and saturated aqueous brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fd944412df464f55927c337d192dc623
Source dataset
uspto-grants-2009_09
Patent number
US07589096B2

Reaction notes

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