3-(4-Ethoxyphenyl)prop-2-enoic acid → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(4-ethoxyphenyl)ethenyl)-, (E)-

HRID 375307Notes

Reaction equation

HRID 375307 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].[CH2:15]([O:17][C:18]1[CH:28]=[CH:27][C:21]([CH:22]=[CH:23][C:24](O)=O)=[CH:20][CH:19]=1)[CH3:16]>>[CH2:15]([O:17][C:18]1[CH:28]=[CH:27][C:21](/[CH:22]=[CH:23]/[C:24]2[NH:1][C:2]3[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=3[N:8]=2)=[CH:20][CH:19]=1)[CH3:16]

Participants

3

Reactant 2

HCID 2955753-(4-Ethoxyphenyl)prop-2-enoic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488741H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(4-ethoxyphenyl)ethenyl)-, (E)-Yield 55.5%

Procedure

Substantially the same procedure as in Example 7 was repeated using 3.00 g (15.1 mmol) of 5,6-diamino-1,3-diethyluracil and 3.20 g (16.7 mmol) of 4-ethoxycinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane to give 2.97 g (yield 55%) of Compound 98 as pale yellow needles.

Workup

  1. customThen, the resultant crude crystals were recrystallized from dioxane

Sources & evidence

ORD record
ord-57aee7ab313a4ae6bf020ab428c16855
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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