3-(2-Chlorophenyl)acrylic acid → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-chlorophenyl)ethenyl)-1,3-dipropyl-, (E)-

HRID 375327

Reaction equation

HRID 375327 reaction equation
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[NH2:8].[Cl:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1[CH:20]=[CH:21][C:22](O)=O>>[Cl:17][C:18]1[CH:28]=[CH:27][CH:26]=[CH:25][C:19]=1/[CH:20]=[CH:21]/[C:22]1[NH:1][C:2]2[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=2[N:8]=1

Participants

3

Reactant 2

HCID 195673-(2-Chlorophenyl)acrylic acidHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 64487881H-Purine-2,6-dione, 3,7-dihydro-8-(2-(2-chlorophenyl)ethenyl)-1,3-dipropyl-, (E)-Yield 82%

Procedure

Substantially the same procedure as in Reference Example 1 was repeated using 3.00 g (13.3 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.67 g (14.6 mmol) of 2-chlorocinnamic acid. Then, the resultant crude crystals were recrystallized from toluene to give 3.72 g (yield 82%) of Compound 40 as white needles.

Workup

  1. customThen, the resultant crude crystals were recrystallized from toluene

Sources & evidence

ORD record
ord-8983c88acb5f4a9391fbf53c298cba1e
Source dataset
uspto-grants-1996_01
Patent number
US05484920

Linked notes

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