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

HRID 36113

Reaction equation

HRID 36113 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6](C)[CH:5]=[CH:4][N:3]=1.[N+:12]([O-])([OH:14])=[O:13]>OS(O)(=O)=O>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:12]([O-:14])=[O:13])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2431662-Amino-4-methyl-3-nitropyridine

Product 1

HCID 5043402-Amino-3,5-dinitropyridine

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a stirred solution of 2-amino-3-nitro-4-methylpyridine (25.6 g, 167 mmol) in conc. H2SO4 (100 mL) at 0° C. was added HNO3 (7.77 mL, d=1.49) dropwise over 30 min. The mixture was warmed to r.t. for 20 min then heated to 45° C. for 90 min. The reaction mixture was cooled and poured into 500 g of ice. The resulting percipitate was filtered and air dried to give 2-amino-3,5-dinitropyridine as a yellow solid.

Workup

  1. temperaturethen heated to 45° C. for 90 min
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe resulting percipitate was filtered
  4. customair dried

Sources & evidence

ORD record
ord-71de3f2a2c5d471f94b305a41cd2559c
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Linked notes

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