1-(5-Trifluoromethyl-1, 3,4-thiadiazol-2-yl)-3-methyl-5-acetyloxy-1,3-imidazolidin-2-one

DETAILED DESCRIPTION I claim: 1.
The compound 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-acetyloxy-1,3-imida zolidin-2-one.




Description:
This invention relates to a new composition of matter and more specifically to the new chemical compound 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-acetyloxy-1,3-imida zolidin-2-one.
This compound has the following structural formula: ##STR1## The compound of the present invention is unexpectedly useful as a herbicide.
The preparation of the compound of this invention is shown in the following examples.
EXAMPLE 1 Preparation of 5-Trifluoromethyl-1,3,4-thiadiazol-2-yl Isocyanate Dimer A saturated solution of phosgene in ethyl acetate (100 ml) was charged into a glass reaction vessel equipped with a mechanical stirrer.
A slurry of 5-trifluoromethyl-2-amino-1,3,4-thiadiazole (45 grams) in ethyl acetate (300 ml) was added to the reaction vessel and the resulting mixture was stirred for a period of about 16 hours resulting in the formation of precipitate.
The reaction mixture was then purged with nitrogen gas to remove unreacted phosgene.
The purged mixture was filtered to recover 48 grams of a white solid.
This solid was recrystallized from dimethyl formamide to yield the desired product 5-trifluoromethyl-1,3,4-thiadiazol-2-yl isocyanate dimer.
EXAMPLE 2 Preparation of the Dimethyl Acetal of 2-[1-Methyl-3-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde A mixture of 5-trifluoromethyl-1,3,4-thiadiazol-2-yl isocyanate dimer (9.
5 grams), the dimethyl acetal of 2-methylaminoacetaldehyde (5.
8 grams) and benzene (60 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer and reflux condenser.
The reaction mixture is heated at reflux for a period of about 15 minutes.
After this time the mixture is stripped of benzene under reduced pressure to yield a solid product as the residue.
This product is recrystallized from heptane to yield the desired product the dimethyl acetal of 2-[1-methyl-3-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde having a melting point of 101