Ammonia → 1,3,5-Triazine-2,4-diamine, N-butyl-6-chloro-

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Reaction Steps

To a mixture of 18.5 g (0.1 mol) of cyanuric chloride and 150 ml of acetonitrile, a mixed solution of 7.3 g (0.1 mol) of n-butylamine and 20 ml of water was added at dropwise over 2 hours such that the reaction temperature did not exceed 5° C. thereafter, a solution of 10.0 g (0.1 mol) of potassium hydrogen carbonate in 40 ml of water was added at dropwise over 1 hour while maintaining the temperature below 5° C. and the stirring was continued for additional 2 hours. Subsequently, 15.2 g (0.25 mol) of 28% aqueous ammonia solution was added at dropwise at the same temperature and the temperature was gradually elevated to 50° C. at which temperature the stirring was continued for 4 hours. Crystals were filtered from the resulting slurry solution, washed sufficiently with water, and then dried to obtain 2-amino-4-n-butylamino-6-chloro-1,3,5-triazine as an intermediate. The total amount of crystals obtained were suspended in 100 ml of water, 8.1 g (0.11 mol) of n-butylamine was added thereto, and then reaction was allowed to proceed at reflux temperature for 2 hours. Thereafter, a solution of 4.0 g (0.1 mol) of sodium hydroxide in 20 ml of water was added at dropwise over 1 hour and then the mixture was cooled and 100 ml of toluene was added thereto to extract the product. Thereafter, the product was washed with 80 ml of water 5 times. Distilling off the solvent from the resulting organic layer under reduced pressure afforded 27.0 g (yield: 92%) of the titled compound. Melting point: 73° C.

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