Mono-iodopropargyl esters of dicarboxylic anhydrides and...

C - Chemistry – Metallurgy – 07 – C

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260/135, 260/387

C07C 69/40 (2006.01) C07C 69/593 (2006.01) C07C 69/83 (2006.01) C07C 279/26 (2006.01)

Patent

CA 1334977

The new compositions of matter of the present invention comprise compounds having one of the following formulas: Image (I) Image (II) wherein: R is hydrogen or methyl; n is 1 to 16; R1 and R2 are defined as R3 and R4 below or are joined to form a cycloalkyl, cycloalkenyl, aromatic or a heterocyclic ring containing an oxygen, nitrogen or sulfur atom or an alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl substituted derivative thereof; R3 and R4 are independently selected from (A) hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, a heterocyclic ring containing an oxygen, nitrogen or sulfur atom, alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl and (B) substituted derivatives of the alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl and the heterocyclic ring wherein the substitutions are alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl; W may be a single bond, oxygen, NR5, or (CR6R7)m, wherein R5 is hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl or a heterocyclic ring containing an oxygen, nitrogen or sulfur atom or a substituted derivative of alkyl, cycloalkyl, alkenyl, cycloalkenyl or aryl groups wherein the substitutions are alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl where R6 and R7 are defined as R3 and R4 above and m is an integer from 1 to 12; and x is hydrogen or a salt-forming cation. Examples of such compositions are mono-iodopropargyl succinates, maleates, itaconates, diglycolates and phthalates. Other compounds include the mono-iodopropargyl esters of anhydrides such as dimethylglutaric anhydride and ethylenediamine tetraacetic dianhydride. They are used in microbiocidal formulations and effective microbiocides.

611489

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