Phosphorus oxychloride → 2H-1,2,4,6-Thiatriazine, 3-chloro-5-ethyl-2-methyl-, 1,1-dioxide

Participants

Reaction Steps

110 parts of phosphorus pentachloride were added to a stirred mixture of 86 parts of 2-methyl-5-ethyl-2H-1,2,4,6-thiatriazine-3-one-1,1-dioxide, 100 parts of 1,2-dichloroethane and 112 parts of phosphorus oxychloride at room temperature. The reaction mixture was then stirred under reflux for 12 hours. After concentration, 94 parts (100% of theory) of 3-chloro-2-methyl-5-ethyl-2H-1,2,4,6-thiatriazine-1,1-dioxide of nD25 =1.5331 were obtained. (NMR (60 MHz, CDCl3): CH3 -N 3.7δ). The very pure product (nD25 =1.5337) boils at 123°-125° C./0.2 mbar (Compound No. 3).

Provenance & Evidence