Nitric Acid → 2,6-Dichloro-4-nitraminopyridine

HRID 1190813Notes

Reaction equation

HRID 1190813 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:12]=[C:11]([NH2:13])[CH:10]=[C:9]([Cl:14])[N:8]=1.[N+:15]([O-])([OH:17])=[O:16]>>[Cl:6][C:7]1[CH:12]=[C:11]([NH:13][N+:15]([O-:17])=[O:16])[CH:10]=[C:9]([Cl:14])[N:8]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1376524-Amino-2,6-dichloropyridine

Product 1

HCID 4216172,6-Dichloro-4-nitraminopyridineYield 81.8%

Conditions

Temperature
0 °C

Procedure

To 11 mL concentrated sulfuric acid was added 2,6-dichloropyridin-4-amine (2.18 g, 13.4 mmol) in an ice bath. After it was cooled to 0° C., 4.4 mL 90% nitric acid was added dropwise. After the reaction was performed by stirring for 1 h at room temperature, the reaction solution was poured into ice water to precipitate a solid product, and subjected to suction filtration. The resultant solid was washed with water and dried to afford 2.28 g titled product with a yield of 81.8%.

Workup

  1. customto precipitate a solid product
  2. filtrationsubjected to suction filtration
  3. washThe resultant solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-ed76c4fa7a2845708d9d260162d5ceea
Source dataset
uspto-grants-2014_03
Patent number
US08680089B2

Reaction notes

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