Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 178502647, compound

HRID 1580951Notes

Reaction equation

HRID 1580951 reaction equation
Cl.[CH3:2][NH:3][O:4][CH3:5].[C:6](=O)(O)[O-].[Na+].[OH:11][C:12]1[CH:17]=[C:16]([CH3:18])[N:15]=C(N[N+]([O-])=O)[N:13]=1>O>[OH:11][C:12]1[CH:17]=[C:16]([CH3:18])[N:15]=[C:2]([N:3]([CH3:6])[O:4][CH3:5])[N:13]=1

Participants

5

Reactant 3

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 178429415HCID 178429415, compound

Product 1

HCID 178502647HCID 178502647, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of N,O-dimethylhydroxylamine hydrochloride (7.7g) in water (40 ml) was added, firstly, sodium bicarbonate (6.5 g) and, secondly, 4-hydroxy-6-methyl-2-nitraminopyrimidine (10.8 g) and the resultant mixture was heated at 100°C for 2 hours. After filtering hot to remove traces of insoluble material the filtrate was cooled and extracted with chloroform (12 × 25 ml). The extracts were dried over anhydrous sodium sulphate and the solvent evaporated. The residual solid was recrystallised twice from benzene to yield 4-hydroxy-6-methyl-2(N-methyl-N-methoxyamino) pyrimidine having a melting point of 128°-129°C.

Workup

  1. filtrationAfter filtering hot
  2. customto remove traces of insoluble material the filtrate
  3. temperaturewas cooled
  4. extractionextracted with chloroform (12 × 25 ml)
  5. dry with materialThe extracts were dried over anhydrous sodium sulphate
  6. customthe solvent evaporated
  7. customThe residual solid was recrystallised twice from benzene

Sources & evidence

ORD record
ord-1eed2b137c0543ed8143b155c47b28d5
Source dataset
uspto-grants-1976_01
Patent number
US03935212

Reaction notes

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