Hydroxylamine → Hydroxylamine, sulfate (1:1)

HRID 1697052Notes

Reaction equation

HRID 1697052 reaction equation
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[NH2:6]O.NO.S([O-])([O-])=[O:11].[NH4+].[NH4+].[N+:16]([O-])([O-])=[O:17].[NH4+].S(=O)=O.S([O-])(O)(=O)=O>>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[NH2:16][OH:17].[OH2:11].[NH3:6]

Participants

8

Reactant 6

HCID 787HydroxylamineHCID 1119Sulfur DioxideHCID 22985Ammonium nitrateHCID 25041Ammonium SulfiteHCID 61778Sulfate, hydrogenHCID 159255Hydroxylamine, sulfate (1:1)

Product 2

HCID 159255Hydroxylamine, sulfate (1:1)HCID 12896473Azane;hydrate

Procedure

When oxime formation is conducted using an aqueous solution of hydroxylamine sulfate (hydroxylamine prepared by Rashig method, also called as ammonium sulfite method, where an aqueous solution of ammonium nitrate is reduced by sulfur dioxide in the presence of hydrogen sulfate ions, into hydroxyamide-N,N-disulfate, which is then hydrolyzed to obtain hydroxylamine sulfate) and ammonia water, ammonium sulfate is obtained as a byproduct from the separated aqueous phase. This ammonium sulfate is called as oxime ammonium sulfate, which is purified more easily than ammonium sulfate as a byproduct in the rearrangement step described in “BACKGROUND ART” (called as rearrangement ammonium sulfate) and can be thus sold in the market. When hydroxylamine prepared by HPO method wherein hydroxylamine phosphate is prepared is used, ammonium sulfate is not formed even in the oxime-forming step.

Workup

  1. customprepared by Rashig method

Sources & evidence

ORD record
ord-24fc8a343d9f4e878067fbee88d92926
Source dataset
uspto-grants-2012_04
Patent number
US08163899B2

Reaction notes

Loading…