Nitric Acid → HCID 517029, compound

HRID 417758Notes

Reaction equation

HRID 417758 reaction equation
N([O-])=O.[Na+].O.N[C@H:7]([C:13]([OH:15])=[O:14])[CH2:8][CH2:9][CH2:10][CH2:11][NH2:12].NC(N)=[O:18].[N+]([O-])(O)=O>S(=O)(=O)(O)O>[NH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH:7]([OH:18])[C:13]([OH:15])=[O:14]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 1176UreaHCID 16211825Lysine MonohydrateHCID 23668193Sodium Nitrite

Product 1

HCID 517029HCID 517029, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
25 °C

Procedure

An aqueous solution (100 ml) of sodium nitrite (25.9 g, 0.36 mole) was gradually added to a stirred solution of L-lysine hydrate (19.0 g, 0.097 mole) in 10% sulfuric acid (250 mL) at 45-50° C. over a 2 hr period. After addition was complete, the solution was stirred at 25° C. for 3 hr. Urea was added to the solution in order to decompose nitric acid formed in the reaction process and the aqueous solution was poured on to an ion exchange column (Amberlite IR-120, H+ form, 200 ml). After the column was thoroughly washed with water, it was eluted with aqueous ammonium hydroxide until the eluant became negative to ninhydrin test. Combined fractions were evaporated in vacuo, which gave a yellow oil, 7.5 grams.

Workup

  1. additionAfter addition
  2. customformed in the reaction process
  3. additionthe aqueous solution was poured on to an ion exchange column (Amberlite IR-120, H+ form, 200 ml)
  4. washAfter the column was thoroughly washed with water, it
  5. washwas eluted with aqueous ammonium hydroxide until the eluant
  6. customCombined fractions were evaporated in vacuo, which
  7. customgave a yellow oil, 7.5 grams

Sources & evidence

ORD record
ord-d2c8430c5f3740bb833d62a7ac51f0c7
Source dataset
uspto-grants-2012_01
Patent number
US08092782B2

Reaction notes

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