Process for the preparation of N-(1'-alkoxycarbonylethyl)-2,6-di

Details Process for the preparation of N-(1'-alkoxycarbonylethyl)-2,6-di Process for the preparation of N-(1'-alkoxycarbonylethyl)-2,6-di

1980-06-09

1981-04-07

Shaver, Paul F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

C07C10144

Patent

active

042607825

ABSTRACT:
A process is described for the preparation of N-(1'-alkoxycarbonylethyl)-2,6-dialkylanilines of the formula ##STR1## in which R.sub.1 and R.sub.2 are each methyl or ethyl and R.sub.3 is an alkyl group having 1-4 carbon atoms. According to this process, a 2-chloropropionic acid ester having 1-4 carbon atoms in the alkyl group is reacted in the presence of water and of a quaternary ammonium or phosphonium salt with an alkali metal iodide to give a mixture of the 2-chloropropionic acid ester and the 2-iodopropionic acid ester, and this mixture is subsequently reacted, after separating off the aqueous phase, at 110-130.degree. C., in the presence of an alkali metal carbonate or alkali metal bicarbonate as an acid-binding agent, with excess 2,6-dialkylaniline, the reaction mixture is extracted with water and the mixture of the 2,6-dialkylaniline of the formula IV and the N-(1'-alkoxycarbonylethyl)-2,6-dialkylaniline of the formula I, which is obtained after separating off the aqueous extract, is separated by distillation. The N-(1'-alkoxycarbonylethyl)-2,6-dialkylanilines of the above formula which can be prepared by this process are valuable intermediates for the preparation of compounds having a pesticidal action.

REFERENCES:
patent: Re29468 (1977-11-01), Clayton
patent: 2273556 (1942-02-01), Bean
patent: 3402198 (1968-09-01), Bolhofer
patent: 3882162 (1975-05-01), Clayton
patent: 4008066 (1977-02-01), Moser
patent: 4025648 (1977-05-01), Hubele
patent: 4032657 (1977-06-01), Moser

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