Method of manufacturing a 3-substituted-3-oxo-2-halopropionic acid amide compound and method of manufacturing a 3-substituted-3-oxo-2-(5,5-dimethylhydantoin-3-yl) propionic acid amide compound

A method of manufacturing a 3-substituted-3-oxo-2-(5,5-dimethylhydantoin-3-yl)propionic acid amide compound represented by general formula (II):

• ##STR98## wherein R.sup.1 represents an alkyl group, a cycloalkyl group, an aryl group, an amino group, or an indoline-1-yl group;
• R.sup.2 represents a substituent that is suitable for a yellow coupler;
• and n represents an integer ranging from 0 to 5, with the proviso that when n is 2 or greater, the substituents represented by R.sup.2 are the same or different, which comprises (1) halogenating a 3-substituted-3-oxopropionic acid amide compound with a 1,3-dihalo-5,5-dimethylhydantoin, to obtain a corresponding 3-substituted-3-oxo-2-halopropionic acid amid compound represented by general formula (I):
• ##STR99## wherein R.sup.1, R.sup.2, and n each have the same meanings as those defined in general formula (II), and X.sup.1 represents a halogen atom, and (2) reacting said 3-substituted-3-oxo-2-halopropionic acid amide compound in unpurified form with 5,5-dimethylhydantoin in the presence of a base to thereby form said compound of formula (II).