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Production of dialkyl acetamido-(3-indolylmethyl)-malonate

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1. IN A METHOD WHEREIN (1) ACROLEIN IS REACTED WITH A DIALKYL ESTER OF ALPHA-ACETAMIDO-MALONIC ACID, CONTAINING FROM 1 TO 4 CARBON ATOMS IN EACH OF ITS ALKYL RADICALS, IN THE PRESENCE OF AN ALKALINE CATALYST TO FORM A CORRESPONDING DIALKYL ALPHA ACETAMIDO-(2-FORMYLETHYL) MALONATE, (2) THE LATTER IS CONDENSED WITH HENYLHYDRAZINE TO FORM A CORRESPONDING PHENYLHYDRAZONE, AND (3) SAID PHENYLHYDRAZONE IS HEATED WITH SULPHURIC ACID TO FORM A DIALKYL ALPHA ACETAMIDO-(3-INDOLYMETHYL) MALONATE, CONTAINING FROM 1 TO 4 CARBON ATOMS IN EACH ALKYL RADICAL OF THE MOLECULE, THE IMPROVEMENT WHICH CONSIST IN CARRYING OUT THE FIRST TWO OF THESE CONSECUTIVE REACTIONS IN A LIQUID NECULEAR CHLORINATED AROMATIC HYDROCARBON SELECTED FROM THE GROUP CONSISTING OF AT LEAST ONE OF THE COMPOUNDS CHLOROBENZENE, ORTHO-DICHLOROBENZENE AND ORTHO-CHLOROTOLUENCE AS A REACTION MEDIUM AND ADDING, DIRECTLY TO THE RESULTANT MIXTURE, SULPHURIC THE ALKALINE CATALYST, CORRESPONDING TO FROM 1 TO 3 MOLECULAR EQUIVALENTS OF SULPHURIC ACID PER MOL OF THE DIALKYL ALIPHA ACETAMIDOMALONATE STARTING MATERIAL AND SUFFICIENT WATER TO FORM WITH THE SULPHURIC ACID AN AQUEOUS SULPHURIC ACID SOLUTION OF FROM 3 TO 15 WEIGHT PER CENT CONCENTRATION, AND HEATING THE MIXTURE THUS FORMED AT A REACTION TEMPERATUE BETWEEN 80* AND 100* C., ALL THREE OF THE REACTIONS BEING CARRIED OUT IN A LIQUID NECULEAR CHLORINATED AROMATIC HYDROCARBON SELECTED FROM THE GROUP CONSISTNG OF AT LEAST ONE OF THE COMPOUNDS CHLOROBENZENE, ORTHO-DICHLOROBENZENE AND ORTHO-CHLOROTOLUENE AS A REACTION MEDIUM WITHOUT ISOLATION OF THE INTERMEDIATE PRODUCTS THAT ARE FORMED.
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