1-Tert-butyl-4-(isothiocyanatomethyl)benzene → 1-(4-Amino-2,5-difluorobenzyl)-3-(4-t-butylbenzyl)thiourea
Reaction equation
[NH2:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([F:11])[CH:3]=1.[C:12]([C:16]1[CH:25]=[CH:24][C:19]([CH2:20][N:21]=[C:22]=[S:23])=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13]>C(OCC)(=O)C>[NH2:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([CH2:6][NH:7][C:22]([NH:21][CH2:20][C:19]2[CH:24]=[CH:25][C:16]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:17][CH:18]=2)=[S:23])=[C:4]([F:11])[CH:3]=1Participants
4
Procedure
The compound (330 mg) obtained in Step 1 and 4-t-butylbenzylisothiocyanate (428 mg) were dissolved in ethyl acetate (40 ml) and the solution was stirred at room temperature for 6 hours. The mixture was concentrated under reduced pressure and the residue was purified by column-chromatography (ethyl acetate/hexane=1/3) to yield the compound 1-13 (190 mg, 25%).