p-Bromocinnamic acid → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(4-bromophenyl)ethenyl)-1,3-diethyl-, (E)-

HRID 1081827Notes

Reaction equation

HRID 1081827 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].[Br:15][C:16]1[CH:26]=[CH:25][C:19]([CH:20]=[CH:21][C:22](O)=O)=[CH:18][CH:17]=1>>[Br:15][C:16]1[CH:26]=[CH:25][C:19](/[CH:20]=[CH:21]/[C:22]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:18][CH:17]=1

Participants

3

Reactant 2

HCID 99777p-Bromocinnamic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64489161H-Purine-2,6-dione, 3,7-dihydro-8-(2-(4-bromophenyl)ethenyl)-1,3-diethyl-, (E)-Yield 22%

Procedure

Substantially the same procedure as in Example 7 was repeated using 2.20 g (11.1 mmol) of 5,6-diamino-1,3-diethyluracil and 2.78 g (12.2 mmol) of 4-bromocinnamic acid. Then, the resultant crude crystals were recrystallized from tetrahydrofuran/water to give 930 mg (yield 22%) of Compound 140 as yellow columns.

Workup

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

Sources & evidence

ORD record
ord-7335ed687fc1410daa6bce2d2b7753e4
Source dataset
uspto-grants-1996_12
Patent number
US05587378

Reaction notes

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