Hydroxyamine hydrochloride → HCID 85571488, compound

HRID 414758Notes

Reaction equation

HRID 414758 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH:9]=O)=[CH:4][N:3]=1.[ClH:11].[NH2:12][OH:13]>CO>[ClH:11].[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH:9]=[N:12][OH:13])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 129047264-Amino-2-methylpyrimidine-5-carbaldehyde

Product 1

HCID 85571488HCID 85571488, compoundYield 67.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 27.4 g of 2-methyl-4-amino-5-formylpyrimidine and 1000 ml of methanol was added, while stirring at room temperature, dropwise gradually 25 ml of an aqueous solution containing 15.2 g of hydroxylamine hydrochloride. The reaction was allowed to proceed for further 3 hours at room temperature, which was then concentrated to dryness under reduced pressure. The concentrate was recrystallized from ethanol to give 25.6 g of 2-methyl-4-amino-5-pyrimidine aldoxime hydrochloride. The resulting mother liquor was concentrated to dryness under reduced pressure, followed by subjecting the concentrate to crystallization from a mixture of methanol/ether (1:1 V/V) to give 10.8 g of 2-methyl-4-amino-5-pyrimidine aldoxime hydrochloride. The total yield was 96.5%.

Workup

  1. additionwas added
  2. concentrationwhich was then concentrated to dryness under reduced pressure
  3. customThe concentrate was recrystallized from ethanol

Sources & evidence

ORD record
ord-b70cb74792a544199380aff7ec5c1d81
Source dataset
uspto-grants-1988_12
Patent number
US04794182

Reaction notes

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