Hydrochloric Acid → 7-[4-(4-Chlorobenzoyl)benzyl]-1,3-dimethyluric acid

HRID 1291255Notes

Reaction equation

HRID 1291255 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([C:8]2[CH:29]=[CH:28][C:11]([CH2:12][N:13]3[C:21]4[C:20](=[O:22])[N:19]([CH3:23])[C:18](=[O:24])[N:17]([CH3:25])[C:16]=4[N:15]=[C:14]3[O:26]C)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.Cl>>[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([C:8]2[CH:29]=[CH:28][C:11]([CH2:12][N:13]3[C:21]4[C:20](=[O:22])[N:19]([CH3:23])[C:18](=[O:24])[N:17]([CH3:25])[C:16]=4[NH:15][C:14]3=[O:26])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 189189407-[4-(4-Chlorobenzoyl)benzyl]-1,3-dimethyl-8-methoxyxanthine

Product 1

HCID 189189627-[4-(4-Chlorobenzoyl)benzyl]-1,3-dimethyluric acidYield 86%

Conditions

Temperature
130 °C

Procedure

To 7-[4-(4-chlorobenzoyl)benzyl]-1,3-dimethyl-8-methoxyxanthine (400 mg) was added concentrated hydrochloric acid (8 ml) at room temperature and the mixture was stirred at 130° C. for 1 hour. After cooling, the resulting precipitate was collected by filtration and rinsed with water and ether to provide the title compound as colorless powder (333 mg, 86%). 1H-NMR (CDCl3 +5% CD3OD) E: 3.36(3H,s), 3.45(3H,s), 5.23(2H,s), 7.40-7.80(8H,m).

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate was collected by filtration
  3. washrinsed with water and ether

Sources & evidence

ORD record
ord-0e8fe54a3fb04e9788f4859abcb8faf2
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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