Tetrahydro-3,5-diethyl-2H-1,3,5-thiadiazine-2-thione synthesis

Yield:14318-35-5 95%

Reaction Conditions:

Stage #1: carbon disulfide;formaldehyd;ethylamine in neat (no solvent, solid phase) at 20; for 0.25 h;Inert atmosphere;Green chemistry;
Stage #2: with N-benzyl-trimethylammonium hydroxide in neat (no solvent) at 20; for 0.25 h;Inert atmosphere;Green chemistry;
Stage #3: ethylamine in neat (no solvent) at 20;Inert atmosphere;Green chemistry;

Steps:

General Method for the synthesis of compounds (1a-15a) using Triton-B:

General procedure: At room temperature 1.0 mmol of primary amine (1) and 10.0 mmol CS2 (2) and 2.5 mmol formaldehyde (3) was stirred for 0.25 hours. Then to this solution, 1.5 mmol Triton-B was added and stirred for 0.25 hours. Afterward 1.0 mmol amine (4) was added at room temperature for2 h, the stirring of reaction mixture was continued. The advancement of reaction was observed through Thin Layer Chromatography. After accomplishment of reaction, 50 mL water was added and thrice treated with CH3COOC2H5 (20 mL each). The crude raw product was obtained by concentrating ether layer under low pressure which was further refined by silica gel(100-200 mesh) column chromatography by using eluent 50% (EtOAc : Hexane) to afford pure product.

References:

Kishore, Ram;Kamboj, Monika;Shukla, Manisha [Oriental Journal of Chemistry,2018,vol. 34,# 6,p. 2878 - 2883]