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

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

1980-06-09

1981-05-05

Shaver, Paul F.

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

Organic compounds

Carboxylic acid esters

C07C10144

Patent

active

042660718

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 to 4 carbon atoms, this process being based on the reaction of a corresponding 2,6-dialkylaniline with a corresponding alkyl 2-bromopropionate. The process is carried out by carrying out the reaction of the 2,6-dialkylaniline with the alkyl 2-bromopropionate at 110.degree. to 125.degree. C. in excess 2,6-dialkylaniline as the solvent, in the presence of a quaternary compound of nitrogen or of phosphorus, and in the presence of an alkali metal carbonate or alkali metal bicarbonate as an acid acceptor, distilling off the water formed during the reaction and working up the organic phase, which is obtained after adding water and separating the phases, 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: 3402195 (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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