Aniline → N''-Butyl-N,N,N',N'-tetramethyl-guanidine

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Reaction Steps

The procedure of Example 4 was repeated, except that the solution of aniline in TMPG was replaced with a solution of n-butylamine (36.6 g, 0.5 mole) in triethylamine (51 g, 0.5 mole). Workup and distillation, as indicated, yielded 72.0 g (0.42 mole) of N"-butyl-N,N,N',N'-tetramethyl guanidine, bp. 31°-32° C. at 0.03 mm, nD22.3 1.4600, which corresponded to 84% yield of the theory.

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