Benzene → 3-[5-(1-Phenoxyethyl)-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl)urea

Participants

Reaction Steps

During a 40 minute period, and at temperatures starting from 25° C. and ending at 47° C., 69.15 grams (0.580 mole) of methylaminoacetaldehyde dimethylacetate was added dropwise to a 300 ml benzene solution containing 143.3 g. (0.580 mole) of the 5-(1-phenoxyethyl)-1,3,4-thiadiazol-2-yl isocyanate isomer (prepared above) and the resulting solution was refluxed for 15 minutes to form a yellow solution. Hexane (1000 ml) was added and the resulting solution was heated on a steam bath, and then seeded with a few crystals of previously purified product. Upon cooling and standing overnight white crystals formed which were filtered, washed with hexane, air dried and then vacuum dried at 50° C. to give 171.4 grams of a powder of 3-[5-(1-phenoxyethyl)-1,3,4-thiadiazol-2-yl]-1-methyl-1-(2,2-dimethoxyethyl) urea. Melting point 117°-121° C.

Provenance & Evidence