3-(1,3-Benzodioxol-5-yl)prop-2-enoic acid → 1H-Purine-2,6-dione, 8-((1E)-2-(1,3-benzodioxol-5-yl)ethenyl)-3,7-dihydro-1,3-dimethyl-

HRID 375302

Reaction equation

HRID 375302 reaction equation
[NH2:1][C:2]1[C:3](=[O:12])[N:4]([CH3:11])[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1[NH2:8].[CH2:13]1[O:26][C:25]2[CH:24]=[CH:23][C:17]([CH:18]=[CH:19][C:20](O)=O)=[CH:16][C:15]=2[O:14]1>>[CH2:13]1[O:26][C:25]2[CH:24]=[CH:23][C:17](/[CH:18]=[CH:19]/[C:20]3[NH:1][C:2]4[C:3](=[O:12])[N:4]([CH3:11])[C:5](=[O:10])[N:6]([CH3:9])[C:7]=4[N:8]=3)=[CH:16][C:15]=2[O:14]1

Participants

3

Reactant 2

HCID 169173-(1,3-Benzodioxol-5-yl)prop-2-enoic acidHCID 795015,6-Diamino-1,3-dimethyluracil

Product 1

HCID 60620021H-Purine-2,6-dione, 8-((1E)-2-(1,3-benzodioxol-5-yl)ethenyl)-3,7-dihydro-1,3-dimethyl-Yield 13%

Procedure

Substantially the same procedure as in Example 7 was repeated using 5.0 g (29.4 mmol) of 5,6-diamino-1,3 -dimethyluracil and 6.78 g (35.3 mmol) of 3,4-methylenedioxycinnamic acid. Then, the resultant crude crystals were recrystallized from dimethylformamide/water to give 1.20 g (yield 13%) of Compound 86 as a pale yellow powder.

Workup

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

Sources & evidence

ORD record
ord-03f99e4dd4cd457489f3441c78c72507
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Linked notes

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