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Reaction between thioglycollic acid and benzylidene aniline

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Procedure for reaction between thioglycolic acid and benzylidene aniline

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.This invention relates to the preparation of N-alkyl-amino-benzaldehyde compounds and particularly to the reaction of N-dialkyl-arninol nitroso-benzenes, formaldehyde, and N-alkyl 5 amino-benzene compounds to form the intermediate benZylidene-aniline or benzaldehydeanil compounds which by hydrolysis with a Weak acid in the presence of another reactive aldehyde may be readily converted to the para-N-alkylamino-benzaldehyde compounds.In the preparation of a benzylidene aniline from an N-alkyl-amino-benzene free from parasubstituents, the improvement which comprises nitrosating an N-dialkyl-amino-benzene, adding formaldehyde to the cold reaction mass, and adding the resultant cold mixture to hot N-alkylamino-benzene free from para-substituents to form the corresponding benzylidene-aniline.