3-(3-Chlorophenyl)prop-2-enoic acid → (E)-8-(3-Chlorostyryl)-1,3-diethylxanthine

HRID 375348

Reaction equation

HRID 375348 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].[Cl:15][C:16]1[CH:17]=[C:18]([CH:24]=[CH:25][CH:26]=1)[CH:19]=[CH:20][C:21](O)=O>>[Cl: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 746313-(3-Chlorophenyl)prop-2-enoic acidHCID 45721335,6-Diamino-1,3-diethyluracil

Product 1

HCID 6448908(E)-8-(3-Chlorostyryl)-1,3-diethylxanthineYield 42.1%

Procedure

Substantially the same procedure as in Example 7 was repeated using 3.50 g (17.7 mmol) of 5,6-diamino-1,3-diethyluracil and 3.55 g (19.4 mmol) of 3-chlorocinnamic acid. Then, the resultant crude crystals were recrystallized from dioxane/water to give 2.57 g (yield 42%) of Compound 132 as white plates.

Workup

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

Sources & evidence

ORD record
ord-21e51b3c0f6c49adb83093a86af3c8e2
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Linked notes

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