Adding a certain compound to certain chemical reactions, such as: 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 77317-55-6, Computed Properties of C8H8INO2
To a solution of methyl anthranilate (7.75 g, 51.3 mmol, Aldrich) in DMF [(50] [ML)] was added NIS (11. [5] g, [51.] 3 mmol, Aldrich). The solution was stirred for 63 hours before being added to a separatory funnel with 200 mL of MTBE and washed with 5 X 200 mL of water. The organics were dried over MgS04 and evaporated yielding 13.8 g of tan solid as methyl [2-AMINO-5-IODOBENZOATE.] A mixture of methyl 2-amino-5- iodobenzoate (3.13 g, 11.3 mmol) and tetrakis (triphenylphosphine) palladium [(0)] (282 mg, 0.244 mmol, Strem) was placed under 1 atm of CO. THF (20 mL) was added, [ANDTHE SOLUTIONWAS HEATEDTO 60 C. TRI-N-BUTYLTINHYDRIDE] (3.7 mL, 12.7 mmol, Aldrich) was added dropwise with rapid stirring over 4 hours. The dark orange solution was heated a further 45 minutes and then added to a separatory funnel with [150] mL of EtOAc. This solution was washed with 2 X [150] mL of saturated aqueous NaHCO3 followed by 100 mL of brine. It was dried over MgS04 and evaporated leaving a brown oil that was purified by chromatography using a Biotage Flash 40 M silica cartridge with a gradient from [CHUCK] to 5% EtOAc in [CHZCLZ] as eluent. This chromatography failed to remove all of the tin, so the product was re- chromatographed using a Biotage Flash 40 M silica cartridge with 5% EtOAc in [CHUCK] as eluent. Yield was 863 mg of white solid.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-iodobenzoate, and friends who are interested can also refer to it.
Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18414; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com