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

HRID 1588574Notes

Reaction equation

HRID 1588574 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 (8.74 g, 63 mmol) in conc. H2SO4 (50 mL) at 0° C. was added HNO3 (3.10 mL, d=1.49) drop-wise 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, washed with cold water, and air dried to give 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. washwashed with cold water, and air
  5. customdried

Sources & evidence

ORD record
ord-d0a67d8854a74215b32f4eda4322c21f
Source dataset
uspto-grants-1993_06
Patent number
US05223499

Reaction notes

Loading…