6-Amino-1-methyluracil → 1-Methyl-6-hydroxyaminouracil

HRID 65913Notes

Reaction equation

HRID 65913 reaction equation
[CH3:1][N:2]1[C:9]([NH2:10])=[CH:8][C:6](=[O:7])[NH:5][C:3]1=[O:4].Cl.N[OH:13]>COCCO>[CH3:1][N:2]1[C:9]([NH:10][OH:13])=[CH:8][C:6](=[O:7])[NH:5][C:3]1=[O:4]

Participants

4

Reactant 2

HCID 755206-Amino-1-methyluracilHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 123805921-Methyl-6-hydroxyaminouracilYield 67.4%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 2 g of 1-methyl-6-aminouracil, 2 g of hydroxylamine hydrochloride and 30 ml of methyl-cellosolve is boiled for 2 hours, after which the insolubles are filtered off. The filtrate is concentrated to dryness and tritulated with water. The resultant crystals are recovered by filtration and recrystallized from ethanol. By the above procedure is obtained 1.5 g of the captioned compound as pale-yellow crystals, melting point: 247°-250° C. (decomp.).

Workup

  1. filtrationafter which the insolubles are filtered off
  2. concentrationThe filtrate is concentrated to dryness
  3. filtrationThe resultant crystals are recovered by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b8091f7d1cdf4d56a344c830f421609e
Source dataset
uspto-grants-1978_12
Patent number
US04129654

Reaction notes

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