PRODUCTION OF 3-SUBSTITUTED-PHENYL-5-ALKYLIDENE-1,3-OXAZOLIDIN-2,4-DIONE DERIVATIVE

摘要

PURPOSE: To produce the subject compound having strong herbicidal activity without using a toxic halogen compound, etc., in high yield by reacting a specific carbamic acid ester with 2-hydroxy-3-alkenoic acid ester under heating. CONSTITUTION: This 3-substituted-phenyl-5-alkylidene-1,3-oxazolidin-2,4-dione derivative expressed by formula III having strong herbicidal activity is produced without using toxic phosgene, etc., in high yield by reacting a carbamic acid ester expressed by formula I (Ar is a substituted phenyl; R<1> is a 1-6C alkyl), [e.g. N-(4-chloro-5-cyclopentyloxy-2-fluorophenyl)carbamic acid ethyl ester] with 2-hydroxyalkenoic acid ester expressed by formula II (R<2> and R<2> are each H or a 1-12C alkyl; R<4> is a 1-6C alkyl) (e.g. 2-hydroxy-3-methyl-3-butenoic acid ester) in the presence of a compound of a metal element belonging to one of the groups 8 to 12 of the Periodic Table such as tin or lead under heating.