N-methylhydroxylamine hydrochloride → HCID 323917, compound

HRID 1578931Notes

Reaction equation

HRID 1578931 reaction equation
[Na].[CH3:2][C:3]([C:5]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[C:9]([NH2:18])[N:8]=[C:7]([NH2:19])[N:6]=1)=O.Cl.[CH3:21][NH:22][OH:23]>>[CH3:2][C:3]([C:5]1[C:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[C:9]([NH2:18])[N:8]=[C:7]([NH2:19])[N:6]=1)=[N+:22]([CH3:21])[O-:23]

Participants

4

Reactant 3

HCID 77906N-methylhydroxylamine hydrochlorideHCID 5360545SodiumHCID 21557324HCID 21557324, compound

Product 1

HCID 323917HCID 323917, compound

Procedure

To a solution of sodium metal (0.6 g.) in absolute alcohol (20 ml.) was added [2,6-diamino-5-(p-chlorophenyl)-4-pyrimidinyl] methyl ketone (2.0 g.) and N-methyl hydroxylamine hydrochloride (1.2 g.), and the mixture was refluxed together for 5 hours. After removal of ethanol, the residue was filtered and recrystallized from ethanol-chloroform to give α-methyl-α-[2,6-diamino-5-(p-chlorophenyl)-4-pyrimidinyl]-N-methylnitrone as a white solid, m.p. 306°-309° (decomposition).

Workup

  1. temperaturethe mixture was refluxed together for 5 hours
  2. customAfter removal of ethanol
  3. filtrationthe residue was filtered
  4. customrecrystallized from ethanol-chloroform

Sources & evidence

ORD record
ord-d367dec8b13e499aa6c02f9cb6f3d415
Source dataset
uspto-grants-1976_02
Patent number
US03940393

Reaction notes

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