Theophylline → HCID 18918941, compound

HRID 1291342Notes

Reaction equation

Br[CH2:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15]Br)=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.[N:19]1([C:30](=[O:31])[C:29]2[NH:28][CH:27]=[N:26][C:25]=2[N:23]([CH3:24])[C:21]1=[O:22])[CH3:20].C(=O)([O-])[O-].[K+].[K+].[CH3:38][N:39]1[C:48](=[O:49])[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][C:46]=2[CH3:50])[N:41]=[C:40]1[SH:51]>CN(C=O)C>[CH3:38][N:39]1[C:48](=[O:49])[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][C:46]=2[CH3:50])[N:41]=[C:40]1[S:51][CH2:2][C:3]1[CH:18]=[CH:17][C:6]([C:7](=[O:8])[C:9]2[CH:14]=[CH:13][C:12]([CH2:15][N:28]3[C:29]4[C:30](=[O:31])[N:19]([CH3:20])[C:21](=[O:22])[N:23]([CH3:24])[C:25]=4[N:26]=[CH:27]3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of 4,4'-bis(bromomethyl)benzophenone (1.75 g), theophylline (900 mg) and potassium carbonate (828 mg) in DMF (40 ml) was stirred at 40° C. for 1 hour. Then, 3,5-dimethyl-2-mercapto-4(3H)-quinazolinone (1.03 g) was added and the mixture was stirred at 60° C. for 1 hour. This reaction mixture was concentrated, the residue was dissolved in ethyl acetate, and the solution was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate) to provide the title compound as colorless solid (787 mg).

Workup

concentrationThis reaction mixture was concentrated
dissolutionthe residue was dissolved in ethyl acetate
washthe solution was washed with water
customdried
concentrationconcentrated
customThe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record: ord-8fc1e815ded34442ba8142f9dd266d31
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753664

Reaction notes

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