Introduction of a new synthetic route about 21304-38-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzene-1,2-diamine, its application will become more common.

Related Products of 21304-38-1,Some common heterocyclic compound, 21304-38-1, name is 4-Iodobenzene-1,2-diamine, molecular formula is C6H7IN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 4-iodo-l,2-phenylenediamine (0.47 g) in dichloromethane (2 ml) the solution of 3-(4-chloro-2-methylphenyl)glutaric anhydride (0.48 g) in dichloro- methane (2 ml) was added with stirring at rt. Almost instantaniously an resinous precipitate is formed. After 1 h the mixture was cooled in an ice bath and the solvent was removed by decantation. The residue is dissolved in acetic acid (3 ml). Cone. HCI (1 ml) is added and the resulting solution is heated to reflux for 1 h. All volatiles are removed at the water aspirator and the residue is triturated with acetic acid and acetone to leave 3-(4-chloro-2-methylphenyl)-4-(5-iodo-2- benzimidazolyl)butanoic acid HCI (0.62 g) as light brown solid.1H-NMR (500 MHz, DMSOd5)): delta (ppm) = 2.73 (m, 2H), 3.40 (dd, J = 14.6, 8.3 Hz, IH), 3.48 (dd, J = 14.6, 7.7 Hz, IH), 3.98 (m, IH), 7.15 (d, J = 2.1 Hz, IH),7.22 (dd, J = 8.4, 2.3 Hz, IH), 7.39 (d, J = 8.4 Hz, IH), 7.55 (d, J = 8.6 Hz, IH),7.75 (dd, J = 8.6, 1.5 Hz, IH), 8.09 (d, J = 1.2 Hz, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 18.85 (CH3), 31.92 (CH2),34.91 (CH), 39.47 (CH2), 89.41 (C), 115.72 (CH), 122.09 (CH), 126.03 (CH), 127.76 (CH), 129.64 (CH), 130.71 (C), 130.80 (C), 132.80 (C), 133.65 (CH),138.34 (C), 139.15 (C), 152.55 (C), 172.23 (CO).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzene-1,2-diamine, its application will become more common.

Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com