Hydrochloric Acid → HCID 18404695, compound

Participants

Reaction Steps

A mixture of 3-methoxy-4-[3-(2-methylphenyl)ureido]phenylacetic acid (2.9 g, Reference Example 31), 1-hydroxybenzotriazole (2.13 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (2.67 g) and diisopropylethylamine (3.6 g) in anhydrous dimethylformamide (30 ml) was treated with 4-iodoaniline (2.43 g). After stirring at ambient temperature for 18 hours the reaction mixture was poured into a mixture of ethyl acetate (50 ml) and hydrochloric acid (50 ml, 1M). The resultant solid was filtered and then washed sequentially with 50 ml portions of saturated aqueous sodium bicarbonate solution, water and diethyl ether. The residue was dried under vacuum to give the title compound (4.05 g) as a light brown solid, m.p. >200° C.

Provenance & Evidence