Process for the preparation of hydantoin derivatives

A process for making monomeric hydantoin derivatives containing in their molecules at least one hydantoin ring (H) of the formula (H) below:

• ##EQU43## selected from the group consisting of ##EQU44## and ##EQU45## wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and each denotes a hydrogen atom or a monovalent organic group selected from aliphatic groups of 1 to 20 carbon atoms, alicyclic groups of 3 to 20 carbon atoms and aromatic groups of 6 to 20 carbon atoms, said organic group optionally containing one or two hetero-elements selected from oxygen, nitrogen, and sulfur,
• R.sub.4 denotes hydrogen atom or a (l+ p)valent saturated or unsaturated aliphatic, alicyclic, aromatic, or heterocyclic group of 1 to 20 carbon atoms, which may contain 1 to 4 hetero-elements selected from oxygen, nitrogen, sulfur, phosphorus, or silicon atoms, the (l+p) valency bonding with the carbon atoms,
• W.sub.1 denotes hydrogen atom or a (m+q) valent saturated or unsaturated aliphatic, alicyclic, aromatic, or heterocyclic group of 1 to 20 carbon atoms, which may contain 1 to 4 hetero-elements selected from oxygen, nitrogen, sulfur, phosphorus, or silicon atoms, the (m+q) valency bonding with carbon atoms,
• l is an integer of 1 to 5,
• p is an integer of 0 to 5,
• m is an integer of 1 to 5,
• q is an integer of 0 to 5,
• F.sub.1 and F.sub.2 may be the same or different and each denotes halogen atom, nitro group (--NO.sub.2), nitrile group (--CN), tertiary amino group, ##EQU46## --OY, --SY, --COY, --OCOY, and --COOY wherein Y and Y' may be the same or different, and each denotes hydrogen atom or a monovalent organic radical selected from aliphatic, alicyclic, and aromatic hydrocarbon residues of 1 to 20 carbon atoms, which may contain 1 to 4 hetero atoms selected from oxygen, nitrogen, and sulfur,
• which comprises reacting
• 1. a glycine derivative (I) of the formula (I-1) or (I-2) below:
• ##EQU47## in which F.sub.1, p, R.sub.1, R.sub.2, R.sub.3, R.sub.4, and l have the previously given meanings, and
• X is selected from the group consisting of --OA, --SA, --NHA, and --N(A).sub.2 wherein A is a hydrogen atom or a monovalent hydrocarbon group selected from aliphatic, alicyclic and aromatic hydrocarbons of 1 to 7 carbon atoms,
• 2.