Ethylamine → N-(2-methoxyethyl)-N-ethylcarbamoyl chloride

Novel intermediate compounds used in the preparation described above were prepared as follows. N-ethyl-N-2-methoxyethylamine, b.p. 115°-116° C., was prepared by reaction of 3 molecular proportions of ethylamine with 1 molecular proportion of 1-bromo-2-methoxyethane in aqueous solution containing 1 equivalant of sodium hydroxide at 30°-50° C. To a stirred solution of 89.1 g. phosgene in 500 ml. dry ether at -20° C. was added a solution of 30.9 g. N-ethyl-N-2-methoxyethylamine in 50 ml. dry ether, maintaining the temperature of the reaction mixture at -20° C. The stirred mixture was then allowed to warm to room temperature during 1 hour. The reaction mixture was filtered and the filtrate evaporated in vacuo below 25° C. to remove the solvent and give the product, N-(2-methoxyethyl)-N-ethylcarbamoyl chloride as a pale yellow liquid.

1. customdescribed above were prepared
2. filtrationThe reaction mixture was filtered
3. customthe filtrate evaporated in vacuo below 25° C.
4. customto remove the solvent

ORD record

ord-d23cd4887ff7408983a0b0e4c727b1e3

Source dataset

uspto-grants-1981_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04251262