4-Chloroaniline → HCID 54513953, compound

Participants

Reaction Conditions

Reaction Steps

3.82 g of the Schiff's base of the formula ##STR77## which is obtained from 4,6-diethoxy-2-(p-formylphenyl)-pyrimidine and p-chloroaniline and has a melting point of 129.5°-130° C., 2.23 g of 5-methyl-2-(p-tolyl)-benzoxazole of the formula ##STR78## and 3.75 g of potassium hydroxide powder with a water content of about 10% are stirred in 80 ml of dimethylformamide under nitrogen. The reaction mixture is warmed to 60° C. in the course of 15 minutes and is stirred for a further one hour at 60°-65° C. After adding 400 ml of methanol, the mixture is cooled to -10° C. and the product which has precipitated is filtered off with suction, washed with 100 ml of methanol and dried. 2.64 g (55.3% of theory) of 2-[4'-(5-methyl-benzoxazol-2-yl)-stilben-4-yl]-4,6-diethoxy-pyrimidine of the formula ##STR79## are obtained in the form of a pale yellow powder with a melting point of 233°-234° C. After twice recrystallising from toluene, and with the aid of bleaching earth, 2.12 g (44.4% of theory) of small, pale greenish-tinged yellow, matted needles are obtained, which melt at 236°-237° C.

Provenance & Evidence