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ChemicalBook CAS DataBase List 3,5-DIIODO-4-HYDROXYBENZOIC ACID

3,5-DIIODO-4-HYDROXYBENZOIC ACID synthesis

12synthesis methods
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Yield: 93%

Reaction Conditions:

with sulfuric acid;Iodine monochloride in water at 80;

Steps:

Compound 1.
A round-bottom flask equipped with a magnetic stir bar is charged with 4-hydroxybenzoic acid (5.00 g, 36.2 mmol), 10 % H2SO4 aqueous solution (180 mL) andIodine monochloride (17.6 g, 108 mmol) at 0°C. Then, the reaction mixture is heated to80°C and stirred overnight. The precipitated mixture is filtered and washed with sodium bisulfite and water to afford compound 1 (13.1 g, 93% yield) as a white amorphouspowder. NMR 1H (400 MHz, DMSO-d6): 8.30 (s, 1H); 8.14 (s, 2H). NMR 13C (100 MHz,DMSO-d6): 165.1; 146.6; 140.8; 137.5; 86.6; HRMS was not possible due to lowionization of compound 1 by APPI-TOF and ESI-TOF mass spectroscopy.

References:

Rondeau-Gagne, Simon;Neabo, Jules Romeo;Daigle, Maxime;Cantin, Katy;Morin, Jean-Francois [Beilstein Journal of Organic Chemistry,2014,vol. 10,art. no. 167,p. 1613 - 1619] Location in patent:supporting information

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