Intermediates in the synthesis of carboxyl-C14-labeled 3-hydroxyanthranilic acid was written by Ciereszko, Leon S.;Hankes, L. V.. And the article was included in Journal of the American Chemical Society in 1954.Recommanded Product: 725266-66-0 The following contents are mentioned in the article:
3,2-MeO(O2N)C6H3CO2H (I) (10 g.) and 15 g. SOCl2 refluxed 1.5 h. on the water bath, the clear red solution dissolved in 50 cc. C6H6 and poured slowly and carefully with stirring into 200 cc. cold concentrated NH4OH, the flask rinsed with 40 cc. Et2O, the washings added to the NH4OH solution, the mixture stirred 10 min., and the solid filtered off on a sintered glass funnel and washed successively with H2O, EtOH, and Et2O yielded 9.4 g. (94%) 3,2-MeO(O2N)C6H3CONH2 (II), colorless needles, m. 212°, very soluble in Me2CO, but insoluble in H2O, EtOH, Et2O, and C6H6. It is recommended that the conversion of I to the acid chloride be carried out with SOCl2 instead of PCl5 which caused an explosion in one case. I (9.8 g.) in 200 cc. alk. 0.5N NaOCl stirred 3 h. at room temperature, the mixture filtered, the amber filtrate heated 0.5 h. at 80-90° and let stand overnight at room temperature, and the precipitate washed with H2O and dried gave 7.5 g. (99%) 3,2-MeO(O2N)C6H3NH2 (III), bright yellow crystals, m. 124° (recrystallized from C6H6-ligroine, bright yellow needles, m. 124-4.5°). [The structure III had previously been assigned by Reverdin and Widmer (C.A. 8, 932) to a compound, m. 143°, obtained by the hydrolysis of 1 of the products isolated from a mixture produced by the nitration of m-MeOC6H4NHAc.] III (21 g.) in 300 cc. glacial AcOH treated gradually at 15° with 15 g. KNO2 in 70 cc. ice-cold concentrated H2SO4, the resulting solution poured into 650 g. ice and H2O, the mixture stirred 0.5 h., the excess HNO2 destroyed with H2NSO3NH4, the clear solution treated with 30 g. KI in 150 cc. H2O, the mixture heated 1 h. on the water bath, and cooled, the liberated iodine removed with NaHSO3, and the product filtered off, washed with H2O, and dried gave 30.5 g. (88%) 3,2-MeO(O2N)C6H3I (IV), reddish brown powder, m. 68-74°, which on short-path vacuum distillation gave pale yellow crystals, m. 81°. IV (2.7 g.) and 0.9 g. dry CuCN heated 2 h. at 180°, the mixture extracted with 25 cc. boiling C6H6, the extract diluted with 50 cc. ligroine, and the precipitate recrystallized from C6H6 and ligroine gave 3,2-MeO(O2N)C6H3CN (V), white needles, m. 122°. IV (0.9 g.), 2.0 g. NaOH, 16 cc. H2O, and 4 cc. EtOH refluxed 1.5 h. (evolution of NH3), and the hot solution decolorized with C and acidified with HCl gave 1 g. I, m. 257°. This study involved multiple reactions and reactants, such as 1-Iodo-3-methoxy-2-nitrobenzene (cas: 725266-66-0Recommanded Product: 725266-66-0).
1-Iodo-3-methoxy-2-nitrobenzene (cas: 725266-66-0) belongs to iodide derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Recommanded Product: 725266-66-0
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com