In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14192-12-2, name is 2,5-Diiodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diiodobenzoic acid
EXAMPLE 1; 5-iodo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol (IDAM) and (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol); The synthesis of 5-iodo-2-[[2-2[(dimethylamino)-methyl]phenyl]thio]benzyl alcohol (IDAM) and its bromo derivative (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol) was achieved by a reaction sequence outlined in Scheme 1 shown on page 37 of this application. The direct coupling of 2,5-dibromobenzoic acid (Frazer, A., J. Clin. Psychiatry. 6:9-25 (1997)) or 2,5-diiodobenzoic acid (Mathis, C. A. et al., J. Nucl. Med. 33:890(1992)) with 2-thio-N,N-dimethylbenzamide (Wong, D. T. et al. Adv. Exp. Med. & Biol., 363:77-95 (1995)) was carried out in N,N-dimethylacetamide (DMAC) with sodium methoxide to give the desired compounds in good yield (59 and 44% for 23 and 28, respectively). Only when 2-thio-N,N-dimethylbenzamide was freshly prepared, was a good coupling yield achieved. This may due to the fact that the free thiol of 22 was not stable upon prolonged standing at room temperature. The bromo compound was converted to the corresponding tri-n-butyltin derivative (Maryanoff. E. M. et al., J. Med. Chem. 33:2793-2797 (1990)) by a tetrakis(triphyenlphosphine)palladium(0)-catalyzed reaction with good yield (66%). The tin derivative was successfully converted to IDAM with excellent yield (97%), or alternatively, 2-((4-iodo-2-carboxyphenyl)thio)N,N-dimethylbenzamide (Mathis, C. A. et al., Eur. J. Pharmacol. 210:103-104 (1992)) was reduced to IDAM with 66% yield.
The synthetic route of 14192-12-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; The Trustees of the University of Pennsylvania; US6921840; (2005); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com