In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Interaction of furan derivatives with antipyrine, published in 1968, which mentions a compound: 2689-65-8, mainly applied to furyl antipyrines; antipyrines furyl, Electric Literature of C5H3IO2.
5-(R-substituted furfurals (I, R = Br or iodo) were prepared Condensation of I (R = Br or iodo) with antipyrine (II) gave diantipyryl-5-(R-substituted)furylmethanes (III, R = Br or iodo), resp. Thus, a mixture of 28.8 g. furfural in 120 ml. CH2Cl2, 0.005 g. S, and 0.05 g. hydroquinone was heated at ∼100° in a N current, 57.5 g. Br in 150 ml. CH2Cl2 added in 2 hrs., and the mixture heated 2 hrs. to give 34.3% I (R = Br), m. 81-2°. A mixture of 5.6 g. I (R = Br), 5.8 g. anhydrous KI, and 30 ml. AcOH refluxed 1.5 hrs. and kept 1 hr. gave 78.8% I (R = iodo), m. 125°. To 12.5 millimoles II in 10 ml. H2O was added 6.25 millimoles I (R = Br) in 10 ml. EtOH over in 0.5 hr. at 80-5° and the mixture worked up to give 84.2% III (R =Br). HCl salt m. 100-1° (H2O-alc.). Similarly equimol. amounts of I (R = iodo) and II gave 80% III (R = iodo). HCL salt m. 83° (EtOH).
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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem