Bojarska-Dahlig, Halina published the artcile4-Pyridone-N-acetic acid and derivatives, Recommanded Product: 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, the publication is Roczniki Chemii (1955), 119-28, database is CAplus.
For pharmacol. investigations were prepared 4-pyridone-N-acetic acid (I) and some of its derivatives To 9.5 g. of 4-pyridone nitrate in 15 ml. H2O and 8.88 g. NaOH was added 11.4 g. ClCH2CO2H (Ia) and the mixture refluxed 1 hr., then acidified with concentrated HCl, and kept 3 days to precipitate 7.2 g. I, m. 253-5° (from water). To 8.4 g. 3-nitro-4-pyridone (II) in 15 ml. H2O and 11.4 g. NaOH was added 11.4 g. of Ia, the mixture refluxed 1 hr., and acidified with concentrated HCl to precipitate 8.9 g. 3-O2N derivative (III) of I, m. 268-9°. III (4.95 g.) with 6.5 g. n-octyl alc. and 0.55 ml. H2SO4 in 15 ml. benzene boiled 2 hrs., 100 ml. H2O added, the mixture neutralized with NaHCO3, and the C6H6 distilled off to give 49% n-octyl ester of III, m. 135° (from 50% alc.). II (14 g.), 700 ml. 78% alc., 7 g. CaCl2, 10 ml. H2O, and 210 g. Zn dust refluxed 10 hrs., the mixture filtered, acidified with 10 ml. concentrated HCl, heated on a water bath until crystalline, and 20 ml. concentrated HCl added to yield 41% 3-amino-4-pyridone-2HCl (IV), m. 228-30° (from concentrated HCl). IV (4.48 g.), 20 ml. H2O, 4.2 g. NaOH, and 2.82 g. Ia were heated 1 hr. on boiling water bath, concentrated HCl added to pH 5, and the mixture kept 10 hrs. to give 69.3% 3-H2N derivative of I, dark colored crystals, m. 242-5° (from 50% alc.). To 7 g. II, 11.7 g. Na2CO3 hydrate, and 100 ml. H2O at 50° was added dropwise 10.5 g. iodine and 10.5 g. KI in 100 ml. H2O, the mixture heated 1 hr. at 50° and 2 hrs. 95-100°, saturated with SO2 and kept 10 hrs. to give 58% 3-nitro-5-iodo-4-pyridone (V), yellow crystals, darken 270°, decompose 310° (from 50% alc.). To 16 g. V, 8.64 g. NaOH, and 20 ml. H2O was added 11.4 g. Ia, the mixture heated on a water bath 1 hr., and acidified with concentrated HCl to give 87.6% 3-nitro-5-iodo-4-pyridone-N-acetic acid (VI), m. 252-4° (from H2O); NH4 salt (prepared in 25% NH3), yellow needles, m. 225-8°; (HOCH2CH2)2NH salt, m. 156-8° (from 90% alc.); Et ester, m. 122° (from 96% alc.); n-octyl ester, m. 105-7°. To 8.1 g. VI and 5.75 g. granulated Zn was gradually added 15 ml. concentrated HCl, the mixture heated 3 hrs. on boiling water bath, concentrated in vacuo to a sirup, 100 ml. H2O added, and the solution saturated with H2S, ZnS filtered off, and the filtrate concentrated on water bath to give the HCl salt (VII), m. 216-18° (from dilute HCl), of the 3-H2N analog of VI. To 6.6 g. VII in 40 ml. 15% HCl was added with stirring during 10 min. 1.73 g. NaNO2 in 5 ml. H2O and the mixture kept 20 min. at 0° to give 94% N-carboxymethyl-5-iodo-4-pyridone-3-diazonium chloride, yellow crystals, m. 141-3°.
Roczniki Chemii published new progress about 101-29-1. 101-29-1 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Carboxylic acid,Ketone, name is 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, and the molecular formula is C7H5I2NO3, Recommanded Product: 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid.
Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com