Production of n-substituted oxazolidines

C - Chemistry – Metallurgy – 07 – D

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260/311.5

C07D 263/06 (2006.01) C07D 263/04 (2006.01)

Patent

CA 1075701

PRODUCTION OF N-SUBSTITUTED OXAZOLIDINES Abstract of the Disclosure N-substituted oxazolidines having the formula Image in which: a) R is C1-C10 haloalkyl, C1-C10 alkyl or lower alkyl- thio; R1 and R2 are independently hydrogen, C1-C12 alkyl, lower alkoxyalkyl or lower alkylol; and R3, R4, R5 and R6 are indepen- dently hydrogen, lower alkyl, lower alkoxyalkyl or lower alkylol, or in which: b) R is haloalkyl or chloroalkenyl, R1 is hydrogen, lower alkyl, phenyl, naphthyl, or substituted phenyl wherein the substituents are mono- or dichloro, nitro, methyl, methoxy or hy- droxyl; R2 is hydrogen or lower alkyl; R3 is hydrogen, lower akyl, hydroxymethyl, N-methyl carbamoyloxymethyl or dichloroacetoxymethyl; R4 is hydrogen or lower alkyl; R5 is hydrogen, lower alkyl or phenyl and R6 is hydrogen; provided that at least one of R1 or R5 is phe- nyl, substituted phenyl or naphthyl, are prepared by reacting an oxazolidine with an acid chloride or analogous compound in the presence of a hydrogen chloride acceptor and water. The process is characterized by minimization of by-product formation.

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