Sulfuric Acid → HCID 178433443, compound

HRID 1799568Notes

Reaction equation

HRID 1799568 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](N)[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].S(=O)(=O)(O)[OH:13].N([O-])=O.[Na+]>O>[CH3:1][C:2]1[N:7]=[C:6]([OH:13])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 2479766-Methyl-5-nitropyridin-2-amineHCID 23668193Sodium Nitrite

Product 1

HCID 178433443HCID 178433443, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

A 3-necked roundbottom flask was charged with a solution of 6-methyl-5-nitropyridin-2-amine (20 g, 130.72 mmol) in water (330 ml). To the mixture was added sulfuric acid (23.6 ml). The mixtir was cooled to 0° C. and a solution of sodium nitrite (12.0 g, 173.91 mmol) in water (30 ml) was added dropwise. The resulting solution was allowed to react, with stirring, for 20 at 0° C. and then allowed to warm to room temperature and stirred for an additional one hour. The resulting slurry was filtered and the solids collected to afford the title compound.

Workup

  1. customto react
  2. temperatureto warm to room temperature
  3. stirringstirred for an additional one hour
  4. filtrationThe resulting slurry was filtered
  5. customthe solids collected

Sources & evidence

ORD record
ord-967d731cfcd84508b4b3ac7861b021d8
Source dataset
uspto-grants-2013_01
Patent number
US08344144B2

Reaction notes

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