Method of preparing quaternary ammonium salts from various morpholinones
AssigneeThe Dow Chemical Company
InventorsJohn W. Bozzelli, Nancy J. Morris
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Abstract
Quaternary ammonium salts of the formula ##STR1## where R, R', R" and R'" are typically individually alkyl or inertly-substituted alkyl radicals and Y.sup..crclbar. is a neutralizing anion, are facilely prepared by amidating the carbonyl carbon and subsequently quaternizing the ring nitrogen of an N-alkyl morpholinone. These quaternary ammonium salts demonstrate biological, antistatic and surfactant activity.
Claims9
A method for preparing a compound of the formula ##STR17## where R, R' and R"' are individually hydrogen, an aliphatic, alicyclic, aryl or an inertly-substituted aliphatic, alicyclic or aryl radical;
- R" is a C.sub.1 -C.sub.5 alkyl radical;
- and
- Y.sup..crclbar. is a neutralizing anion,
- the method comprising:
- (a) contacting at a temperature of about 50.degree. C. to about 250.degree. C. a morpholinone of the formula ##STR18## with an amidating agent of the formula ##STR19## and (b) contacting at a temperature of about 25.degree. C. to about 150.degree. C. the reaction product of (a) with a quaternizing agent of the formula R"'Y where R, R', R", R"' and Y are as previously defined.
A method for preparing a compound of the formula ##STR20## where R, R' and R"' are individually hydrogen, an aliphatic, alicyclic, aryl or an inertly-substituted aliphatic, alicyclic or aryl radical;
- R" is a C.sub.1 -C.sub.5 alkyl radical;
- and
- Y.sup..crclbar. is a neutralizing anion,
- the method comprising:
- (a) contacting at a temperature of about 25.degree. C. to about 150.degree. C. a morpholinone of the formula ##STR21## with a quaternizing agent of the formula R"'Y;
- and (b) contacting at a temperature of about 50.degree. C. to about 250.degree. C. the reaction product of (a) with an amidating agent of the formula ##STR22## where R, R', R", R"' and Y are as previously defined.
Dependencies are inferred from the claim text.