Reaction of 4-cyano-1,3-dihydroxy-5,6,7,8-tetrahydroisoquinolines with Vilsmeier reagent: structure and mechanism of formation of [2,7]naphthyridines was written by Kasturi, Tirumalai R.;Arumugam, Subramaniam;Mathew, Lata;Jayaram, Srirangam K.;Dastidar, Parthasarathi;Guru Row, Tayur N.. And the article was included in Tetrahedron in 1992.Recommanded Product: 1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile The following contents are mentioned in the article:
Reaction of 4-cyano-1,3-dihydroxy-5,6,7,8-tetrahydroisoquinoline (I, R = R1 = H, n = 1) with Vilsmeier reagent gave the chloro aldehyde II, dichloro[2,7]naphthyridine III and monochloro[2,7]naphthyridine IV, identified by spectral data [Mass, 1H & 13C NMR, NOE and HETERO COSY]. III was confirmed by x-ray crystal structure anal. Reaction of I (R = H, Me, Et, Me3C; R1 = H, Me; n = 0, 1, 2), similarly, gave the corresponding compounds The starting tetrahydroisoquinolines were synthesized by the reaction of the corresponding β-keto esters with cyanoacetamide. Reaction of IV with POCl3 gave in almost quant. yield, the dichloro compound III. An acceptable mechanism has been proposed for the formation of the products. This study involved multiple reactions and reactants, such as 1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (cas: 52903-71-6Recommanded Product: 1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile).
1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (cas: 52903-71-6) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. They are also used to make oil-soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds. Recommanded Product: 1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem