Dimethylformamide → HCID 54093114, compound

Participants

Reaction Steps

A solution of 10.6 g of phenyl (4-cyano-3-(ethylmethylamino)-5-isothiazolyl)carbamate and 25 ml of dimethylformamide was placed in a pressure bottle. This solution was cooled and 5 ml of dimethylamine (previously collected in a dry-ice trap) were added. The pressure bottle was sealed and allowed to warm slowly to room temperature. The reaction mixture was then heated at 80° for approximately 16 hours. The reaction mixture was cooled in a dry ice bath and the vessel was opened. The reaction mixture was concentrated under reduced pressure until a small amount of material crystallized. Collection of the crystals produced 2.3 g of 1,1-dimethyl-3-(4-cyano-3-(ethylmethylamino)-5-isothiazolyl)urea, mp 115°-130° (decomposes). The ir and nmr spectra were consistent with the assigned structure.

Provenance & Evidence