The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Infrared spectroscopic study of the condensation of iodofurfural bromofurfural with ketones. II》. Authors are Usmanov, Z.; Tadzhieva, M.; Kamenskii, I. V.; Khidoyatov, A..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Formula: C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.
cf. CA 61, 9373a. The condensation products of iodofurfural with allylacetone, Me2CO, and CH2Ac2, and of bromofurfural with (CH2)2Ac2 were prepared and their ir spectra given. The products were obtained in the presence of EtOH and NaOH without heating. They are soluble in organic solvents. The spectra and elemental analyses show that the products are individual compounds with conjugated C:C and C:O bonds. They can be used as catalysts in the synthesis of thermoreactive polymers on the basis of furfural, furfurylidenealdehydes, furfurylidene ketones, and their fusible products.
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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem