Nitric Acid → HCID 178474501, compound

HRID 639976Notes

Reaction equation

HRID 639976 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7](=[O:9])[CH3:8])=[N:2]1.[N+:10]([O-])([OH:12])=[O:11]>S(=O)(=O)(O)O>[N+:10]([C:4]1[C:3]([NH:6][C:7](=[O:9])[CH3:8])=[N:2][NH:1][CH:5]=1)([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178474341HCID 178474341, compound

Product 1

HCID 178474501HCID 178474501, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of N-1H-pyrazol-3-ylacetamide (Liebigs annalen der chemie., 1967, 707, 147; 0.500 g, 4.0 mmol) was stirred in a mixture of nitric acid (d=1.52, 0.2 ml, 4.8 mmol) and sulphuric acid (d=1.83, 2 ml) at 0° C. for 2.5 hours. The mixture was poured onto ice and the resultant precipitate was filtered, washed with water and then a 2:1 mixture of diethyl ether:methanol and then with diethyl ether. The residue was dried in vacuo to give N-(4-nitro-1H-pyrazol-3-yl)acetamide (0.44 g, 65% yield):

Workup

  1. additionThe mixture was poured onto ice
  2. filtrationthe resultant precipitate was filtered
  3. washwashed with water
  4. additiona 2:1 mixture of diethyl ether
  5. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-7e09f5faaa20437fa59de47d5744d19f
Source dataset
uspto-grants-2010_04
Patent number
US07691867B2

Reaction notes

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