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

HRID 1081834Notes

Reaction equation

HRID 1081834 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:17]=[C:18]([CH:24]=[CH:25][CH:26]=1)[CH:19]=[CH:20][C:21](O)=O>>[Br:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][CH:26]=1)/[CH:19]=[CH:20]/[C:21]1[NH:1][C:2]2[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 362513-(3-Bromophenyl)acrylic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 64489301H-Purine-2,6-dione, 3,7-dihydro-8-(2-(3-bromophenyl)ethenyl)-1,3-diethyl-, (E)-Yield 51.1%

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 2.52 g (11.1 mmol) of 3-bromocinnamic acid. Then, the resultant crude crystals were recrystallized from tetrahydrofuran/water to give 2.01 g (yield 37%) of Compound 154 as pale green plates.

Workup

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

Sources & evidence

ORD record
ord-358ee34f192d4888b597b140164948e0
Source dataset
uspto-grants-1996_12
Patent number
US05587378

Reaction notes

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