Electric Literature of 88-82-4, A common heterocyclic compound, 88-82-4, name is 2,3,5-Triiodobenzoic acid, molecular formula is C7H3I3O2, its 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.
[0120] Under an Ar atmosphere, 2,3,5-triiodobenzoic acid (44)(100 mg, 0.2 mmol) and N-(tert-butoxycarbonyl)-1,2-diaminoethane (32 muL, 0.2 mmol) were dissolved in anhydrous DMF (3 mL). Under ice-cooling, 1-hydroxybenzotriazole monohydrate (37 mg, 0.24 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (46 mg, 0.24 mmol) were sequentially added, and the mixture was stirred at room temperature for 13.5 hours. After confirming completion of the reaction by TLC (n-hexane:ethyl acetate=1:1), the reaction solution was poured into water (30 mL). The mixture was extracted with ethyl acetate (3×30 mL), and the organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated saline (50 mL) and then dried over anhydrous magnesium sulfate. After evaporation under a reduced pressure, the obtained material was recrystallized from n-hexane/ethyl acetate, to give intermediate 45 (106 mg, 82%) as a white solid. [0121] 1H-NMR (300 MHz, CDCl3) delta: 8.22 (d, J=2.0 Hz, 7.53 (d, J=2.0 Hz, 1H), 6.50 (br s, 1H), 4.91 (br s, 1H), 3.53 (q, J=5.4 Hz, 2H), 3.40 (br s, 2H), 1.44 (s, 9H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITY; Oohashi, Toshitaka; Kakuta, Hiroki; US2015/80551; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com