Process for the preparation of 2,6-dialkyl-N-alkoxymethyl-2-chlo

Details Process for the preparation of 2,6-dialkyl-N-alkoxymethyl-2-chlo Process for the preparation of 2,6-dialkyl-N-alkoxymethyl-2-chlo

1979-12-18

1983-08-16

Waltz, Thomas A.

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

Organic compounds

Amino nitrogen containing

564143, C07C103375

Patent

active

043993060

ABSTRACT:
The invention relates to an improved method for the preparation of a 2',6'-dialkyl-N-alkoxymethyl-2-chloro-acetanilide compound of the general formula (I), ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are identical or different and stand for straight-chained or branched C.sub.1-4 alkyl groups.
According to the invention a dialkyl aniline of the general formula (II), ##STR2## wherein R.sub.1 and R.sub.2 are as defined above, is treated with aqueous formaldehyde solution in an apolar solvent at a temperature of 30.degree. to 80.degree. C., the solution of the resulting oxymethyl derivative formed with said apolar solvent is separated from the aqueous formaldehyde solution at an elevated temperature and then dehydrated, the resulting azomethine derivative is reacted with chloroacetyl chloride in the same apolar solvent medium, the resulting chloromethyl compound is reacted with an alcohol of the general formula (V),

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Derwent, Belgium Abstracts, 47734A/27 Belgian Patent No. 862,413.
Chemical Abstracts, "Patent Concordance", vol. 90, 1979, 24PC & 253 PC.

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