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The structure of the title compound, C9H11NO2, (I), comprises a flat mol­ecule arranged, head‐to‐tail, in linear ribbon arrays via a N—H⋯O=C association. These ribbons end‐on form a herring‐bone structure interconnected via N—H⋯N association. The structure was first determined in 1987 [Sinha & Pattabhi (1987). Proc. Indian Acad. Sci. Chem. Sci. 98, 229–234] in the orthorhombic space group P212121, with R = 0.120, whereas similar cell dimensions and an increased β angle in the present study resulted in monoclinic space group P21/c, with R = 0.065.

Catalytic reduction of 2‐nitrofurans 2 gives low yields of 2‐aminofurans 1 which are not isolated but are trapped using ethyl ethoxymethylenecyanoacetate (6) or ethoxymethylenemalononitrile (7). In these reactions 2‐aminofuran (1a) behaves like a dieneamine with substitution occurring at position 5 of the ring. When the 5‐position is substituted reaction takes place at position 3 and thermal cyclisation of the product gives furo‐[2,3‐b]pyridine derivatives 16. An AM1 calculation of the properties of 2‐aminofuran (1a) is reported and the results are consistent with observed properties.