Nitric Acid → 2-Amino-3,5-dinitro-6-methylpyridine

HRID 36111

Reaction equation

HRID 36111 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:11])[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])=[C:4]([CH3:11])[N:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2260282-Amino-6-methyl-3-nitropyridine

Product 1

HCID 2853032-Amino-3,5-dinitro-6-methylpyridine

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a stirred solution of 2-amino-3-nitro-6-methylpyridine (8.5 g, 55 mmol) in conc. H2SO4 (100 mL) at 0° C. was added HNO3 (2.74 mL, d=1.49, 58.3 mmol) dropwise over 10 min. The mixture was warmed to r.t. for 30 min then heated to 50° C. for 90 min. The reaction mixture was cooled and poured into 200 g of ice. The resulting percipitate was filtered and air dried to give 2-amino-3,5-dinitro-6-methylpyridine as a yellow solid.

Workup

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

Sources & evidence

ORD record
ord-eb7eae14cad5464ea7f6b68698297101
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Linked notes

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