Diethylamine → HCID 20275416, compound

Participants

Reaction Steps

To a 3 liter 3-necked round bottom glass flask fitted with a dry-ice/acetone condenser, stirrer and dropping funnel was charged 196 grams (1.0 moles) 1-mercapto-3-trimethoxysilylpropane and 2 liters of n-pentane. The mixture was stirred until completely homogeneous afterwhich 135 grams (1.0 moles) of sulfuryl chloride was slowly added with stirring at room temperature. Nitrogen was slowly passed through the mixture for about 20 minutes. The liquid contents were transferred to a dropping funnel and slowly added at about 25 C. to a stirred solution of 160 grams (2.19 moles) diethylamine and 0.3 liter n-pentane. After the addition was complete (2 hrs) the mixture was stirred for an additional 0.5 hrs., filtered and the solid residue washed with 0.5 liters n-pentane. The n-pentane solvent was removed under vacuum with nitrogen. Nitrogen was passed through the residue for 16-20 additional hours under atmospheric conditions. The remaining sludge was again filtered to give 204 grams (68 mole % yield) of a liquid product considered to be the desired product. Analysis by GLC indicate 64.13% purity. Elemental analysis based on 64.13% pure C10H25O3NS2Si is: Calc. N, 2.99; S, 13.7. Found N, 3.97; S, 12.9.

Provenance & Evidence