[C:1]([C:3]1[CH:8]=[C:7]([C:9]#[N:10])[CH:6]=[C:5]([C:11]#[N:12])[CH:4]=1)#[N:2].CO.[H][H]>[Ni].[Cr].[OH-].[Na+].C1(C)C(C)=CC=CC=1>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH2:11][NH2:12])[CH:6]=[C:7]([CH2:9][NH2:10])[CH:8]=1
In a 300-ml capacity autoclave equipped with a magnetic stirrer was sealed 15 g of 1,3,5-tricyanobenzene (MTN), together with 15 g of Raney nickel.chromium catalyst (atomic ratio of Ni:Cr=49:1), 27 ml of methanol, 63 ml of xylene and 0.18 g of caustic soda. Hydrogen gas was fed into it at initial pressure of 100 kg/cm2G, and the reaction was carried out at 100° C., whereby 0.59 mole of hydrogen was absorbed for 35 minutes. The catalyst was filtered out, and the solvent was evaporated, followed by concentration under reduced pressure. By the above procedure, there was obtained 12.8 g of colorless crystals of 1,3,5-tris(aminomethyl)benzene (MTA). The substance showed melting point of 49° to 51° C. and boiling point of 136° to 139° C./0.4 mmHg.
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