Dimethylcarbamoyl Chloride → HCID 13039016, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-methylene ethylglycinate trimer (2.88 g; 0.025 mol.) and di-(4-methoxyphenyl)phosphite (7.97 g; 0.025 mol.) in benzene was refluxed for one hour. Triethylamine (10.1 g; 0.1 mol.) was added to the reaction mixture and the resulting mixture was cooled to 0° C. in an ice bath. A solution of dimethylaminocarbonyl chloride (3.25 g; 0.303 mol.) in benzene was added dropwise to the reaction mixture. The reaction mixture was allowed to warm to 26° C. and then was refluxed for 25 hours. The reaction mixture was filtered and the filtrate concentrated in vacuo producing a crude product. The crude product was purified using a chromatographic system comprising of a silica gel column and a 3:2 mixture (by volume) of ethylacetate:cyclohexane as the eluant to yield ethyl-N-(N',N'-dimethyaminocarbonyl)-N-[bis(4-methoxyphenoxy)phosphinylmethyl]glycinate (3.25 l g; 27% yield) represented by the formula ##STR13## as an oil (nD =1.5327) having the following analysis:

Provenance & Evidence