Hydrochloric Acid → N-[(2-Methylpyrimidin-4-YL)methylidene]hydroxylamine

HRID 1924113Notes

Reaction equation

HRID 1924113 reaction equation
CO[CH:3](OC)[C:4]1[CH:9]=[CH:8][N:7]=[C:6]([CH3:10])[N:5]=1.Cl.[NH2:14][OH:15].Cl.C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:10][C:6]1[N:5]=[C:4]([CH:3]=[N:14][OH:15])[CH:9]=[CH:8][N:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 27995724-(Dimethoxymethyl)-2-methylpyrimidine

Product 1

HCID 136227659N-[(2-Methylpyrimidin-4-YL)methylidene]hydroxylamineYield 73.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-dimethoxymethyl-2-methyl-pyrimidine (10 g) from I.1.1 in methanol (100 mL) was added 8.2 g of hydroxylamine hydrochloride and 10% HCl and the reaction mixture was heated under reflux for 2 h. After cooling to room temperature, the pH was adjusted to 8 using solid sodium carbonate. The mixture was stirred for 30 minutes. The solid was sucked off, dried at 50° C. under reduced pressure to yield 6.0 g (73%) of the title compound as white solid.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 h
  3. customdried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-b78d83afbb634c32a768d2783d5bd29f
Source dataset
uspto-grants-2012_05
Patent number
US08178540B2

Reaction notes

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