Nitric Acid → Norvaline Dinitrate

HRID 1927585Notes

Reaction equation

HRID 1927585 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[NH2:5][C@H:6]([C:10]([OH:12])=[O:11])[CH2:7][CH2:8][CH3:9].[N+:13]([O-:16])([OH:15])=[O:14].[NH2:17][C@H:18]([C:22]([OH:24])=[O:23])[CH2:19][CH2:20][CH3:21]>O>[N+:1]([O-:4])([OH:3])=[O:2].[N+:13]([O-:16])([OH:15])=[O:14].[NH2:5][C@H:6]([C:10]([OH:12])=[O:11])[CH2:7][CH2:8][CH3:9].[N+:1]([O-:4])([OH:3])=[O:2].[N+:1]([O-:4])([OH:3])=[O:2].[N+:1]([O-:4])([OH:3])=[O:2].[NH2:17][C@H:18]([C:22]([OH:24])=[O:23])[CH2:19][CH2:20][CH3:21]

Participants

6

Reactant 3

HCID 944Nitric AcidHCID 65098L-NorvalineHCID 86628854HCID 86628854, compound

Product 2

HCID 86628852Norvaline DinitrateHCID 86628853Norvaline Trinitrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Applicants have cost-effectively synthesized Norvaline Nitrate by combining nitric acid and Norvaline, mixing with water, and leaving to crystallize. Further nitratization can take place, yielding Norvaline Dinitrate or Norvaline Trinitrate. An alternative implementation comprises substituting Nitrous Acid (HNO2) for Nitric Acid (HNO3), thus yielding Norvaline Nitrite. Norvaline Nitrite has the same effects as Norvaline Nitrate, the only difference being that it requires one less step to yield Nitric Oxide (NO—). Mixed salts may also be used, such as in the non-limiting example of Norvaline Nitrate-Orotate.

Workup

  1. customleaving
  2. customto crystallize

Sources & evidence

ORD record
ord-3144a37e980446ba828d3d009b0c4918
Source dataset
uspto-grants-2012_05
Patent number
US08183288B2

Reaction notes

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