2,3-Dimethoxycinnamic acid → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,3-dimethoxyphenyl)ethenyl)-, (E)-

HRID 375293

Reaction equation

HRID 375293 reaction equation
[NH2:1][C:2]1[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=1[NH2:8].[CH3:15][O:16][C:17]1[C:27]([O:28][CH3:29])=[CH:26][CH:25]=[CH:24][C:18]=1[CH:19]=[CH:20][C:21](O)=O>>[CH3:15][O:16][C:17]1[C:27]([O:28][CH3:29])=[CH:26][CH:25]=[CH:24][C:18]=1/[CH:19]=[CH:20]/[C:21]1[NH:1][C:2]2[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 995252,3-Dimethoxycinnamic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488511H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(2,3-dimethoxyphenyl)ethenyl)-, (E)-Yield 46%

Procedure

Substantially the same procedure as in Example 7 was repeated using 2.0 g (10.1 mmol) of 5,6-diamino-1,3-diethyluracil and 2.52 g (12.1 mmol) of 2,3dimethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from dimethylsulfoxide/water to give 1.72 g (yield 46%) of Compound 66 as a white powder.

Workup

  1. customThen, the resultant crude crystals were recrystallized from dimethylsulfoxide/water

Sources & evidence

ORD record
ord-3224eae34c3b4d24b02b739ea1630b29
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Linked notes

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