HCID 23669492, compound → Sulfuric Acid

Participants

Reaction Conditions

Reaction Steps

25.8 g (0.1 mole) of sodium p-methoxyphenylhydrazine sulphonate monohydrate are dissolved in a mixture of 112 ml of water and 48 ml of tert. butanol, and 20 g (0.11 mole) of 2-chlorothiazole-4-carboxylic acid chloride added. The reaction mixture is stirred at room temperature for an hour and at 70°C for another hour. Then, without isolating the product, 43.5 ml of levulinic acid and 5 ml of concentrated sulphuric acid are added, and the mixture is stirred at 80°C for 4 hours. On diluting the reaction mixture with water, the precipitated product is filtered by suction and recrystallized from tert. butanol, affording 23 g of 1-(2-chlorothiazole-4-yl-carboxylic)-2-methyl-5-methoxy-indole-3-yl acetic acid. Yield: 65%, m.p. 158°-160°C.

Provenance & Evidence