Acetamidine monohydrochloride → 2-(2-Propoxyphenyl)-8-methylpurin-6-one

HRID 1532078Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH2:17][CH2:18][CH3:19])[NH:5][C:6](=[O:9])[C:7]=1[NH2:8].[C:20]([O-])(=O)[CH3:21].[Na+].Cl.C(N)(=N)C>C(O)C>[CH2:17]([O:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:4]1[N:3]=[C:2]2[C:7](=[N:8][C:20]([CH3:21])=[N:1]2)[C:6](=[O:9])[N:5]=1)[CH2:18][CH3:19]

Participants

Conditions

Temperature: 155 °C

Procedure

A mixture of 4,5-diamino-2-(2-propoxyphenyl)pyrimidin-6-one (1.56 g), anhydrous sodium acetate (1.14 g) and acetamidine hydrochloride (1.42 g) was heated in an oil bath at 150-160° C. for 2 hours. The mixture was digested with ethanol (2 ml), cooled, filtered and the solid washed with ethanol. Recrystallisation from ethanol gave the title compound, 0.72 g, m.p. 264-265° C.

Workup

temperaturecooled
filtrationfiltered
washthe solid washed with ethanol
customRecrystallisation from ethanol

Sources & evidence

ORD record: ord-96de353ca61445fb9ccd80ff0d4d10fa
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06200980B1

Reaction notes

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