Methyl isothiocyanate → 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-methylthioureido-6H-pyrano[2,3-f]benzo-2,1,3-oxadiazole
Reaction equation
[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH2:15])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3.[CH3:18][N:19]=[C:20]=[S:21]>ClCCl>[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH:15][C:20]([NH:19][CH3:18])=[S:21])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
200 mg (0.850 mmol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benzo-2,1,3-oxadiazole and 20 ml of dichloromethane were stirred at room temperature, and 68 mg (0.935 mmol) of methyl isothiocyanate were added thereto and stirred for 23 hours. The crystals precipitated were filtered off to obtain 122 mg of the intended compound as colorless crystals. (yield: 47%)