O-Xylene → HCID 15295489, compound

Participants

Reaction Conditions

Reaction Steps

A solution of m-tolyl isocyanate (33.3 g, 0.25 mol) in xylene (100 ml) is metered at room temperature into a solution of ethyl 4-fluoroanthranilate (45.8 g, 0.25 mol) in xylene (250 ml). After addition is complete, the mixture is stirred at 90° C. for 2.5 hours. 32.5 ml of a 20% strength solution of aqueous tetrabutylammonium hydroxide (0.025 mol) are metered in and the mixture is stirred at 90° C. for a further 2 hours, ethanol being distilled off. After cooling, the product is filtered off with suction and washed with 3×30 ml of xylene. The xylene-moist precipitate is treated with dilute hydrochloric acid and the residual xylene is removed by azeotropic distillation. The product is then filtered off with suction, washed with water and dried. 62.0 g of 6-fluoro-3-(3-tolyl)-2,4(1H,3H)-quinazolinedione (yield: 91.7% of theory) of melting point 278° to 279° C. are obtained.

Provenance & Evidence