Ethyl Acetate → HCID 178428587, compound

Reaction equation

[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2[N:6]=[CH:7][NH:8][C:4]=2[C:3]=1[CH3:12].C([N:15]=[C:16](S)[N:17](C(OCC1C=CC=CC=1)=O)[C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])C.[C:39]([O:42][CH2:43][CH3:44])(=[O:41])C>CO>[CH2:43]([O:42][C:39]([N:15]=[C:16]([NH:17][C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[NH:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2[N:6]=[CH:7][NH:8][C:4]=2[C:3]=1[CH3:12])=[O:41])[C:44]1[CH:9]=[CH:10][CH:2]=[CH:3][CH:4]=1

Participants

Procedure

To a solution of 430 mg of 5-amino-4,7-dimethylbenzimidazole in 100 mL of ethyl acetate and 10 mL of methanol are added 19 of ethyl N,N-bis(benzyloxycarbonyl)pseudothiourea and 855 mg of mercuric acetate and the mixture is stirred at room temperature for 15 hours. The mixture is rotary evaporated and the residue is purified by flash column chromatography on silica gel, eluting with 5% methanol/ethyl acetate to provide 1.01 g of 5-[N2,N3-bis(benzyloxycarbonyl)guanidino]-4,7-dimethybenzimidazole as a glassy solid.