2-Propenoic acid, 3-(3-nitrophenyl)- → 1H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(3-nitrophenyl)ethen yl)-, (E)-

HRID 375358Notes

Reaction equation

HRID 375358 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].[N+:15]([C:18]1[CH:19]=[C:20]([CH:26]=[CH:27][CH:28]=1)[CH:21]=[CH:22][C:23](O)=O)([O-:17])=[O:16]>>[CH2:12]([N:4]1[C:3](=[O:14])[C:2]2[NH:1][C:23](/[CH:22]=[CH:21]/[C:20]3[CH:26]=[CH:27][CH:28]=[C:18]([N+:15]([O-:17])=[O:16])[CH:19]=3)=[N:8][C:7]=2[N:6]([CH2:9][CH3:10])[C:5]1=[O:11])[CH3:13]

Participants

3

Reactant 2

HCID 683902-Propenoic acid, 3-(3-nitrophenyl)-HCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64489281H-Purine-2,6-dione, 3,7-dihydro-1,3-diethyl-8-(2-(3-nitrophenyl)ethen yl)-, (E)-Yield 44.9%

Procedure

Substantially the same procedure as in Example 7 was repeated using 2.5 g (12.6 mmol) of 5,6-diamino-1,3-diethyluracil and 2.68 g (13.9 mmol) of 3-nitrocinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane/water to give 2.01 g (yield 30%) of Compound 152 as a yellow powder.

Workup

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

Sources & evidence

ORD record
ord-5ca71bf9b9d3409c8b5e2b68c556f198
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Reaction notes

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