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17.2.3.1.1.2.4.1 Method 1: Reaction of N1,N2-Dicyanoamidines with Hydroxylamine

DOI: 10.1055/sos-SD-017-00728

von Angerer, S.Science of Synthesis, (200417503.

4-Substituted 1,3,5-triazine-2,6-diamine 1-oxides 149 are prepared in moderate yields by reacting potassium N1,N2-dicyanocarboximidamides 148 with hydroxylamine hydrochloride at room temperature for three days (Scheme 85).[‌303‌] When the potassium salt of guanidine-1,2-dicarbonitrile is heated with hydroxylamine hydrochloride at 53°C for 25 minutes, 1,3,5-triazine-2,4,6-triamine 1-oxide (149, R1=NH2) is obtained in 90% yield.[‌304‌]

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