Patent GB-1315871-A (GB)
Title: Carbanilates thio-carbanilates and compositions containing them
IPC: C07C271/06
Filed: 1971-05-19
Abstract: 1315871 Pesticides containing carbanilates MONSANTO CO 19 May 1971 15810/71 Heading A5E [Also in Division C2] Pesticidal compositions comprise a diluent and as active ingredient a carbanilate of the general formula: in which Z<SP>1</SP> is selected from oxygen and sulfur; R<SP>1</SP> is selected from I. Hydrogen, II. R<SP>3</SP> - [B] n  - wherein B is selected from carbonyl and oxygen; R<SP>3</SP> is selected from alkyl having a maximum of 18 carbon atoms; alkenyl having a maximum of 12 carbon atoms and alkynyl having at least 3 and a maximum of 12 carbon atoms; and n is 0 or 1; and III. R<SP>6</SP>O - [R<SP>5</SP>O] m  - R<SP>4</SP> - wherein R<SP>4</SP> is alkylene which is substituted with an alkoxy group or an alkyl group or unsubstituted but which has not more than 4 carbon atoms in the main chain; R<SP>5</SP> is alkylene of not more than four carbon atoms; R<SP>6</SP> is selected from alkyl and alkenyl of not more than 6 carbon atoms; and m is 0 or 1; R<SP>2</SP> is selected from I. hydrogen, II. hydrocarbyl selected from alkyl having a maximum of 18 carbon atoms, alkenyl having a maximum of 12 carbon atoms, alkynyl having a maximum of 12 carbon atoms and haloalkyl having a maximum of atoms, and a maximum of 4 halogen atoms; III. R<SP>6</SP>O - [R<SP>5</SP>O] m  - R<SP>4</SP> - wherein R<SP>4</SP>, R<SP>5</SP>, R<SP>6</SP> and m are as previously defined, except that R<SP>4</SP> may have up to 10 carbon atoms, IV. cycloalkyl, alkylcycloalkyl, cycloalkenyl, or alkylcycloalkenyl which may carry an alkoxy substituent having 3 to 7 ring carbon atoms and a maximum of 4 chain carbon atoms; V. phenyl and substituted phenyl having a maximum of two substituents said substituent being selected from the group consisting of halogen, alkyl having a maximum of four carbon atoms and -COOH; and VI. aralkyl of the formula:  wherein R<SP>7</SP> is selected from hydrogen, alkyl having a maximum of 4 carbon atoms, alkenyl having a maximum of 3 carbon atoms and haloalkyl having a maximum of 4 carbon atoms and a maximum of three halogen atoms; R<SP>8</SP> is selected from hydrogen, alkyl having a maximum of 4 carbon atoms and haloalkyl having a maximum of 4 carbon atoms and a maximum of 3 halogen atoms; R<SP>9</SP> is independently selected from the group consisting of alkyl having a maximum of 4 carbon atoms, alkoxy having a maximum of 2 carbon atoms, -COOH, and halogen; p is zero one or two; and q is zero one or two; or diphenylmethyl VII arakenyl other than as defined in VI and A is wherein Z<SP>5</SP> and Z<SP>6</SP> are each independently selected from oxygen and sulfur; R<SP>20</SP> is selected from hydrogen, alkyl having a maximum of 6 carbon atoms and alkenyl having a maximum of 6 carbon atoms; and R<SP>21</SP> is selected from alkyl having a maximum of 8 carbon atoms, alkenyl having a maximum of 6 carbon atoms; cycloalkyl having from 3 to 7 ring carbon atoms; cyclohexenyl, phenyl, substituted phenyl having a maximum of two substituents said substituents being selected from the group consisting of halogen, nitro and alkyl having a maximum of 4 carbon atoms, the group and the group wherein R<SP>12</SP> and R<SP>13</SP> are each independently selected from hydrogen, alkyl having a maximum of 4 carbon atoms, alkenyl having a maximum of 3 carbon atoms, chloroalkyl having a maximum of 3 carbon atoms and a maximum of 3 halogen atoms, chloroalkenyl having a maximum of 3 carbon atoms and 3 halogen atoms, provided that only one of R<SP>12</SP> and R<SP>13</SP> can be alkenyl or chloroalkenyl; R<SP>14</SP> is selected from halogen, alkyl having a maximum of 4 carbon atoms, nitro, alkoxy having a maximum of 3 carbon atoms, R<SP>15</SP> is selected from alkyl and alkenyl each having a maximum of 4 carbon atoms and hydrogen, provided that R<SP>15</SP> is other than alkenyl where either R<SP>12</SP> or R<SP>13</SP> is alkenyl, and r is zero one or two. There may also be incorporated, for example fertilisers, phytotoxicants, plant growth regulants, pesticides such as ammonium nitrate, urea, potash, and super-phosphate, compost, manure, humus, and sand triazines, ureas, carbamates, acetamides, acetanilides, aracils, acetic acids, phenols, thiols, thiolcarbamates, triazoles, benzoic acids, and nitriles, many examples being specified.