摘要 |
The invention comprises compounds of the formula <FORM:1002644/C2/1> wherein R is an acetonyl, hydroxyethyl or 2-(41-pyridyl)ethyl radical and their preparation by hydrolysing an appropriately 3-substituted-1 - alkylideneamino (including aralkylidene-amino)-hydantoin in the presence of aqueous acid and condensing the product with 5-nitro-2-furaldehyde or a functional thereof hydrolysable to a 5-nitro-2-furaldehyde. Suitably the 5-nitro-2-furaldehyde may be present in the original hydrolysis mixture so that the 3-substituted - 1 - (51 - nitrofurfurylideneamino)-hydantoin is produced in situ. Alternatively, nitrofurantoin or a salt thereof is reacted with an ethanol or acetone derivative containing a halogen atom, an ester of vinyl alcohol or a derivative of pyridine containing a vinyl or haloethyl group to produce a 3-(hydroxyethyl or acetonyl) - 1 - (51 - nitrofurfurylideneamino)-hydantoin or a compound hydrolysable thereto, an ester of a 3-hydroxyethyl-1-(5-nitrofurfurylideneamino) - hydantoin, or 3 - [21 - (411 - pyridyl)ethyl] - 1 - (51 - nitrofurfurylideneamino) - hydantoin, and where necessary, the resultant products are hydrolysed to the 3-hydroxyethyl or 3-acetonyl derivatives. 3 - R - 1 - Alkylideneamino - hydantoins are made by reacting a 1-alkylideneamino-hydantoin or a salt thereof with an appropriate ethanol or acetone derivative containing a halogen atom, an ester of a vinyl alcohol or a vinyl-or haloethyl pyridine. Therapeutic preparations for the treatment of microbial infections, especially in animals, comprise the above compounds of the invention and a solid or liquid carrier suitably in the form of tablets, suspensions or elixirs or in admixture with an animal feedstuff. Specification 876,573 is referred to. |