[NH2:1][CH2:2][CH2:3][CH2:4][NH2:5].Cl[CH2:7][C:8]1[S:12][C:11]([CH3:13])=[N:10][CH:9]=1.[OH-].[Na+]>C(#N)C>[CH3:13][C:11]1[S:12][C:8]([CH2:7][NH:1][CH2:2][CH2:3][CH2:4][NH2:5])=[CH:9][N:10]=1Trimethylenediamine (37 g) was dissolved in 120 ml of acetonitrile, and a solution of 14.8 g of 5-chloromethyl-2-methylthiazole in 30 ml of acetonitrile was added dropwise at 10° to 15° C. After the addition, the mixture was stirred at 30° to 40° C. for a while, and then 8 g of a 50% aqueous solution of sodium hydroxide was added. Subsequently, the volatile materials were removed at a bath temperature of less than 50° C. under 5 mmHg. The inorganic materials were removed from the residue by filtration to give 16.7 g of N-(2-methyl-5-thiazolylmethyl)trimethylenediamine (purity about 90%) as a colorless oil.
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