Process for producing 1, 3-dialkyl-2-imidazolidinone
AssigneeMitsui Toatsu Chemicals, Inc.
InventorsTeruyuki Nagata, Nobuyuki Kajimoto, Masaru Wada, Hideki Mizuta, Akihiro Tamaki
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AssigneeMitsui Toatsu Chemicals, Inc.
InventorsTeruyuki Nagata, Nobuyuki Kajimoto, Masaru Wada, Hideki Mizuta, Akihiro Tamaki
Estimating the term…
An improved process of producing 1, 3-dialkyl-2-imidazolidinones directly from N, N'-dialkylethylenediamine and urea with a high yield is provided, which process comprises reacting a N, N'-dialkylethylenediamine of the formula ##STR1## wherein R represents --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 or --C.sub.4 H.sub.9, with urea at 180.degree. C. or higher in the presence of a polar solvent, to obtain a 1, 3-dialkyl-2-imidazolidinone of the formula ##STR2## and preferably comprises carrying out the reaction at two stages, that is, the initial period reaction being carried out at 140.degree. C. or lower to from a 1, 1'-dialkyl-1 1'-dimethylenebisurea and successively the latter reaction being carried out at 180.degree. C. or higher.
In the procedure process of 1,3-dialkyl-2-imidazolidinone expressed by the formula (2) ##STR9## wherein R represents --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 or --C.sub.4 H.sub.9, by reacting a N,N'-dialkylethylenediamine expressed by the formula (1) ##STR10## wherein R is as defined above, with urea, the improvement which comprises carrying out the reaction at a temperature of 180.degree. C. or higher in the presence of a non-protonic polar solvent.
In the production process of a 1,3-dialkyl-2-imidazolidinone expressed by the formula (2) ##STR11## wherein R represents --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 or --C.sub.4 H.sub.9, by reacting a N,N'-dialkylethylenediamine expressed by the formula (1) ##STR12## wherein R is as defined above, with urea, the improvement which comprises reacting said N,N'-dialkylethylenediamine with urea in a quantity of twice or less by mol the quantity of said N,N'-dialkylethylenediamine in the presence of a non-protonic polar solvent at a temperature of 140.degree. C. or lower until formation of a 1,1'-dialkyl-1,1'-dimethylenebisurea as an initial period reaction product is completed, and successively raising the temperature up to a temperature of 180.degree. C. or higher at which the latter period reaction is then carried out under pressure.
In the production process of a 1,3-dialkyl-2-imidazolidinone expressed by the formula (2) ##STR13## wherein R represents --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 or --C.sub.4 H.sub.9, by reacting a N,N'-dialkylethylenediamine expressed by the formula (1) ##STR14## wherein R is as defined above with urea, the improvement which comprises reacting said N,N'-dialkylethylenediamine with urea in a quantity of about twice by mol the quantity of said N,N'-dialkylethylenediamine in the presence of a non-protonic polar solvent at a temperature of 140.degree. C. or lower until formation of a 1,1'-dialkyl-1,1'-dimethylenebisurea as an initial period reaction product is completed, and successively carrying out a latter period reaction at a temperature of 180.degree. C. or higher while additionally adding said N,N'-dialkylethylenediamine.
Dependencies are inferred from the claim text.