Originator
Tolmicen,Carlo Erba,Italy,1979
Manufacturing Process
Thiophosgene (1.15 g, 0.01 mol) in chloroform (40 ml) was slowly treated at
room temperature with sodium 1,4-methano-1,2,3,4-tetrahydro-6-
naphthoxide (1.82 g, 0.01 mol). After 30 minutes, N-methyl-m-toluidine (2.42
g, 0.02 mol) in chloroform (40 ml) was added dropwise to the solution so
obtained at room temperature. The reaction mixture was stirred for 48 hours
at room temperature and then refluxed for 2 hours. The solvent was
evaporated, and the residue redissolved in water and extracted repeatedly
with diethyl ether. The organic phase was dried (Na2SO4) and evaporated to dryness to give, after crystallization from isopropanol, O-(1,4-methano-
1,2,3,4-tetrahydro-6-naphthyl)-N-methyl-N-(m-tolyl)-thiocarbamate (1.3 g)
melting point 92°C to 94°C.
