C1(C)CCC(C(C)C)C([Si]([S:31][Si](C2C(C(C)C)CCC(C)C2)(C2C(C(C)C)CCC(C)C2)C2C(C(C)C)CCC(C)C2)(C2C(C(C)C)CCC(C)C2)C2C(C(C)C)CCC(C)C2)C1.C[O-].[Na+].[CH3:67][N:68]([CH3:80])[CH2:69][CH2:70][O:71][C:72]1[CH:79]=[CH:78][CH:77]=[CH:76][C:73]=1[C:74]#[N:75]>CN1CCN(C)C1=O>[CH3:67][N:68]([CH3:80])[CH2:69][CH2:70][O:71][C:72]1[CH:79]=[CH:78][CH:77]=[CH:76][C:73]=1[C:74]([NH2:75])=[S:31]A mixture of trimenthylsilyl sulfide (5 g) and sodium methoxide (1.5 g) was added drop by drop to a stirred solution of 2-(2-dimethylamino-ethoxy)-benzonitrile (2.66 g) in 1,3-dimethyl-2-imidazolidinone. The mixture was stirred at room temperature for 24 hours, then extracted with ethyl acetate and the organic layer was washed with water, dried over magnesium sulfate and evaporated. The crude product was used without further purification.
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