Carbon Disulfide → 4-[(4-CHLOROPHENYL)METHYL]-2,3,6,7-TETRAHYDRO-2-THIOXO-1H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE MONOHYDRATE

反応式

[NH2:1][C:2]1[N:3]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:4]2[N:5]([CH2:11][CH2:12][N:13]=2)[C:6](=[O:10])[C:7]=1[N:8]=[O:9].[C:22](=S)=[S:23]>[Pd].CO>[OH2:9].[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:3]2[C:2]3[NH:1][C:22](=[S:23])[NH:8][C:7]=3[C:6](=[O:10])[N:5]3[CH2:11][CH2:12][N:13]=[C:4]23)=[CH:16][CH:17]=1

参加物

実験手順

A mixture of 5% palladium on carbon (1 g.) and 2.0 g. (0.0066 mole) of the product of Procedure 1 in MeOH (50 ml.) was hydrogenated until H2 uptake ceased. The catalyst was removed and carbon disulfide (0.5 g. 0.0066 mole) was added. The solution was refluxed for 4 hrs. and stirred at room temperature for 16 hrs. The mixture was concentrated in vacuo and the residue suspended in H2O (50 ml.), and refluxed for 6 hrs., cooled, and 1.55 g. of solid collected by filtration. The solid was dissolved in dil. NaOH, treated with activated carbon, and reprecipitated with HOAc to give 1.18 g. of product, m.p. 232°-235°.