2401-21-0, The chemical industry reduces the impact on the environment during synthesis 2401-21-0, name is 1,2-Dichloro-3-iodobenzene, I believe this compound will play a more active role in future production and life.
Example 93 (S)-2-({1-[(E)-3-(2, 3-DICHLORO-PHENYL)-BUT-2-ENOYL]- PIPERIDINE-4-CARBONYL}-AMINO)-PROPIONIC acid Example 93A (E)-3- (2, 3-Dichloro-phenyl) -but-2-enoic acid ethyl ester A stirred solution of 2,3-dichloroiodoben- zene (3.00 g, 11.0 mmol) in dimethyl acetamide (10 ML) was heated to 100¡ãC for 16 h with tetrabutyl- ammonium chloride (2.78 g, 10.0 mmol), palladium acetate (90 mg, 0.40 mmol), dicyclohexyl methylamine (2.93, 15.0 mmol), and ethyl crotonate (1.41 g, 10.0 mmol) under N2 [procedure taken from Buchwald (1995) Chem. Eur. J 5: 3107-3112]. The reaction was diluted with methylene chloride (30 mL), and washed with 1N aqueous HC1 (3X20 mL) and water (3X20 mL). The organic phase was dried (NA2SO4), filtered, and concentrated to obtain an orange oil. The crude product was purified on a Biotage Flash 40 chroma- tography system eluting with the following gradient: 3percent methyl tert-butyl ether in petroleum ether (1 L) then 5percent methyl tert-butyl ether in petroleum ether (500 mL). Example 93A (500 mg, 19percent) was obtained as a white powder. 1H NMR (CDC13, 400 MHz) 5 7.42 (dd, J=8.20, 1.56 Hz, 1H), 7.19 (m, 1H), 7.08 (dd, J=7.81, 1.56 Hz, 1H), 5.81 (m, 1H), 4.22 (q, J=7.16 Hz, 2H), 2.47 (d, J=1.56 Hz, 3H), 1.32 (t, J=7.22 Hz, 3H). Based ON 1H NMR analysis, Example 93A had the”E”olefin geometry (see, Dyker (1999) Helv. Chim. Acta 82 : 588-596, for NMR data of an analogous o-bromo analogue).
The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-3-iodobenzene. I believe this compound will play a more active role in future production and life.
Reference:
Patent; ICOS CORPORATION; WO2005/16883; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com