Putrescine → 4,5,6,7-tetrahydro-2[2-(4-pyridyl)ethyl]-1H-1,3-diazepine

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The mixture of 4-[2-cyanoethyl]pyridine (1.32 g, 0.01 M), 1,4-diaminobutane (0.88 g, 0.01 M) and 1,4-diaminobutane di-p-toluenesulfonate (4.32 g, 0.01 M) was heated at about 190° to about 200° C. for 4 hrs. The residue was stirred with ethanol (20 ml) which contained EtONa (0.02 M) and filtered. The filtrate was concentrated and distilled at 0.07 mmHg and a temperature of about 180° to about 200° C. to give 4,5,6,7-tetrahydro-2[2-(4-pyridyl)ethyl]-1H-1,3-diazepine (1.9 g, 93% yield).

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