Nitric Acid → 2-Amino-3,5-dinitropyridine

HRID 36106

Reaction equation

HRID 36106 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N+:11]([O-])([OH:13])=[O:12]>OS(O)(=O)=O>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 778873-Nitropyridin-2-ylamine

Product 1

HCID 5043402-Amino-3,5-dinitropyridine

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a stirred solution of 2-amino-3-nitropyridine in conc. H2SO4 (50 mL) at 0° C. was added HNO3 (3.10 mL, d=1.49) dropwise over 10 min. The mixture was warmed to r.t. for 20 min then heated to 50° C. for 90 min. The reaction mixture was cooled and poured into 400 g of ice. The resulting precipitate was filtered and air dried to give 10.3 g of 2-amino-3,5-dinitropyridine as a yellow solid.

Workup

  1. temperaturethen heated to 50° C. for 90 min
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe resulting precipitate was filtered
  4. customair dried

Sources & evidence

ORD record
ord-4b811c4440df4bf9ab817db4d5ed5ede
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Linked notes

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