3,5-DIIODO-4-HYDROXYBENZOIC ACID synthesis
- Product Name:3,5-DIIODO-4-HYDROXYBENZOIC ACID
- CAS Number:618-76-8
- Molecular formula:C7H4I2O3
- Molecular Weight:389.91
99-96-7
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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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618-76-8
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