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

HRID 375298

Reaction equation

HRID 375298 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]1[O:28][C:27]2[CH:26]=[CH:25][C:19]([CH:20]=[CH:21][C:22](O)=O)=[CH:18][C:17]=2[O:16]1>>[CH2:12]([N:4]1[C:3](=[O:14])[C:2]2[NH:1][C:22](/[CH:21]=[CH:20]/[C:19]3[CH:25]=[CH:26][C:27]4[O:28][CH2:15][O:16][C:17]=4[CH:18]=3)=[N:8][C:7]=2[N:6]([CH2:9][CH3:10])[C:5]1=[O:11])[CH3:13]

Participants

3

Reactant 2

HCID 169173-(1,3-Benzodioxol-5-yl)prop-2-enoic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64488631H-Purine-2,6-dione, 3,7-dihydro-8-(2-(1,3-benzodioxol-5-yl)ethenyl)-1,3-diethyl-, (E)-Yield 38%

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 2.33 g (12.1 mmol) of 3,4methylenedioxycinnamic acid. Then, the resultant crude crystals were recrystallized from dimethylformamide/water to give 1.34 g (yield 38%) of Compound 78 as a yellowish green powder.

Workup

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

Sources & evidence

ORD record
ord-95ac9307624d4b3bab7f5b9483857a51
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Linked notes

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