Nitric Acid → HCID 572093, compound

HRID 1588579Notes

Reaction equation

HRID 1588579 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[N+:9]([O-])([OH:11])=[O:10]>OS(O)(=O)=O>[CH3:8][C:4]1[N:3]=[C:2]([NH:1][N+:9]([O-:11])=[O:10])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 157652-Amino-6-methylpyridine

Product 1

HCID 572093HCID 572093, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 2-amino-6-methylpyridine (38 g, 352 mmol) in conc. H2SO4 (70 mL) at 0 ° C. was added HNO3 (16.5 mL, d=1.49) drop-wise over 30 min. The mixture was warmed stirred an additional 1 h at 0° C. then poured into 500 g of ice. This heterogeneous mixture was stirred for 1 h at r.t., filtered, washed with 50 mL H2O and the residue was briefly dried to give 58 g of crude moist 6-methyl-2-nitraminopyridine. This solid was carefully added in 1-2 g portions to stirred H2SO4 (70 mL) at 40° C. After complete addition, the reaction mixture was stirred 1 h at 40° C., cooled and poured into 500 g of ice. The resulting precipitate was filtered, washed with 50 mL of H2O, and air dried to give a yellow solid.

Workup

  1. temperatureThe mixture was warmed
  2. stirringThis heterogeneous mixture was stirred for 1 h at r.t.
  3. filtrationfiltered
  4. washwashed with 50 mL H2O
  5. customthe residue was briefly dried

Sources & evidence

ORD record
ord-da9cc901105141aca626dfe569e5bf38
Source dataset
uspto-grants-1993_06
Patent number
US05223499

Reaction notes

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