2- Naphthol, with dimethylthiocarbamyl

Dimethylthiocarbamyl chloride, synthesis of, 51, 140 with 2-naphthol to give 0-2-naphthyl dimethylthiocarba-mate, 51, 139... 

A. O-2-Naphthyldimethylthiocarbamate. A solution prepared by dissolving 21.6 g. (0.15 mole) of 2-naphthol (Note 1) in 100 ml. of water containing 8.4 g. (0.15 mole) of potassium hydroxide is cooled below 10° in a 500-ml. three-necked flask equipped with a stirrer, a thermometer, and a 125-ml. addition funnel. A solution of 24.8 g. (0.20 mole) of dimethylthiocarbamyl chloride (Note 2) in 40 ml. of dry tetrahydrofuran (Note 3) is added during 20-30 minutes to the stirred solution at such a rate that the temperature never exceeds 12°. After the addition is complete, the cooling bath is removed and stirring is continued for 10 minutes. 

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