Synthesis of hydrazone 1 from hydrazine hydrate and excess of 5-nitrofurfural in methanol and methanol together with water has previously been reported; however, apart from a melting point of 164 °C (dec.), which does not corroborate the phenomenologically observed melting point i.e. 153-154 °C (ESI S11 †), its full characterisation had not been reported in the literature at the time of this nitrofuranyl hydrazone synthesis i.e. April 2018. It cannot be too firmly emphasised, however, that a mixture of methanol 57%, hydrazine 30% and water 13% w/w, which is similar to that of the literature procedure for synthesis of 1 is also referred to as 'C-Stoff' and was made use of by the Germans during World War II as a rocket fuel. To this end, it appeared counterintuitive to run this reaction in water and methanol which brought about a first-of-its-kind anhydrous synthesis of 1 in THF (ESI S11 †) so as to furnish 1 in excellent purity i.e. >95% as evidenced by H NMR (ESI S45 †). For though nitroaryl imines are ubiquitous in the literature, the imine counterpart, namely Schiff base 2, unfortunately, however, in spite of numerous attempts under a variety of conditions (ESI S8 †), was not observed in this work; nevertheless, its amine counterpart 3 was accomplished in excellent yields (ESI S12 †) and purity as evidenced by H NMR (ESI S46 †).