Nitric Acid → HCID 178436894, compound

HRID 1529207Notes

Reaction equation

HRID 1529207 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7](N)[CH:6]=[CH:5][N:4]=1)[CH3:2].[N+]([O-])(O)=[O:11].N([O-])=O.[Na+]>O>[CH2:1]([C:3]1[CH:8]=[C:7]([OH:11])[CH:6]=[CH:5][N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 120153664-Amino-2-ethylpyridineHCID 23668193Sodium Nitrite

Product 1

HCID 178436894HCID 178436894, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

282.1 g (2.3 mol) 2-Ethyl-pyridin-4-ylamine are dissolved in concentrated HNO3 (789 mL, 11.561 mol) and H2O (1.5 L). Then a solution of NaNO2 (238.9 g, 3.468 mol) in H2O (600 mL) is slowly added to the solution over 2 h at 0° C. After the addition, the mixture is warmed to RT and stirred for additional 2 h. The reaction mixture is stored at −2° C. overnight. The precipitate is collected by filtration, and dried in vaccuo to afford the title compound. Yield: 155.1 g, (54%)

Workup

  1. additionAfter the addition
  2. waitThe reaction mixture is stored at −2° C. overnight
  3. filtrationThe precipitate is collected by filtration
  4. customdried in vaccuo

Sources & evidence

ORD record
ord-fdbb7eb45cc64dafb71c03bba6c156b8
Source dataset
uspto-grants-2015_07
Patent number
US09090564B2

Reaction notes

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