IN WHICH AT LEAST 3 OF THE R1, R2, R3 AND R4 ARE HALOGEN OF ATOMIC WEIGHT 35 TO 80 AND THE REMAINING NUMBER OF R1, R2, R3 AND R4 IS SUCH A HALOGEN OR IS HYDROGEN AND AT LEAST TWO OF R5, R6 AND R7 ARE HALOGEN OF ATOMIC WEIGHT 35 TO 80 AND THE REMAINING NUMBER OF R5, R6 AND R7 IS SUCH A HALOGEN OR IS HYRDOGEN. A PROCESS FOR PREPARING THE COMPOUNDS IS ALSO DISCLOSED.
摘要:
SULFINYL THIOL-AND DITHIO-PHOSPHATES, I.E. O,O-DIALKYLS-(TRICHLOROETHYL AND DICHLOROVINYL SULFINYL)-THIOL-AND DITHIO-PHOSPHATES, OR O,O-DIALKYL-S-(TRICHLOROETHYL THIONYL AND DICHLOROVINYL THIONYL) THIOL-AND THIONOTHIOLPHOSPHATES, WHICH POSSES STRONG FUNGICIDAL, NEMATOCIDAL AND INSECTICIDAL PROPERTIES AND WHICH MAY BE PRODUCED BY CONVENTIONAL METHODS.
A-S-S-CH2-CH(-G)-O-C(=X)-Q (5) AND A-S-S-CH2-CH2-K (6)
J IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND ASSCH2CH2-; M IS AN INTEGER FROM 0 TO 2 INCLUSIVE, AND AL HALOGEN ATOMS IN THE COMPOUNDS HAVE AN ATOMIC WEIGHT OF 35 TO 80. THE COMPOUNDS ARE USEFUL AS HERBICIDES, FUNGICIDES, NEMATOCIDES, DEFOLIANTS AND DESICCANTS. 1,2,2-TRICHLOROETHYLDITHIOETHYL-2''-METHYL-4''-CHLOROPHENOXY ACETATE IS A PARTICULARLY EFFECTIVE HERBICIDE.
-CO-(Q-1,4-PHENYLENE)-COO-J
-OOC-(CH2)M-COO-J; -OOC-CH=CH-COO-J; AND
OR PHENYL ETHYLENE OR HALOPHENOXYMETHYL HAVING UP TO 3 HALOGENS AND UP TO 1 METHYL GROUP ON THE AROMATIC RING; K IS SELECTED FROM THE GROUP CONSISTING OF
R1-O-C(=S)-
N IS 0 OR 1, X IS SELECTED FROM THE GROUP CONSISTING OF OXYGEN AND SULFUR EXCEPT THAT WHEN N IS O IN FORMULA 2 X MUST BE OXYGEN; Q IS HALOGEN; R1 IS SELECTED FROM THE GROUP CONSISTING OF ALKYL, PHENYL, LOWER ALKYL PHENYL, HALO LOWER ALKYL, HALOPHENYL, NAPHYL, LOWER ALKYL NAPHTHYL AND LOWER ALKYL HALOPHENYL; R2 AND R3 INDIVIDUALLY ARE THE SAME AS R1 OR HYDROGEN WITH THE PROVISO THAT NOT MORE THAN ONE OF R2 AND R3 IS HYDROGEN AND COLLECTIVELY TOGETHER WITH THE ADJACENT NITROGEN ATOM FORM A 5 TO 6 MEMBERED HETEROCYCLIC RING HAVING UP TO 1 OXYGEN ATOM THEREIN; R4 IS R1 OR
-CH2-O-C(=X)-Q
G IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND
-CH2-O-C(=X)-N(-R2)-R3
E IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND
-CH2-O-C(=X)-(X)N-R4
A IS SELECTED FROM THE GROUP CONSISTING OF DI TO TETRAHALOETHYL AND DI TO TRIHALOVINYL; B IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND -CH2OH; D IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND
WHERE: R1 AND R3 ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL, CARBOXYL LOWER ALKYL, CARBOCYCLIC ARYL, CARBOCYCLIC HALOARYL, HALOALKYL, AND ESTER OF CARBOXYL LOWER ALKYL; R2 IS SELECTED FROM THE GROUP CONSISTING OF POLYHALOETHYL AND POLYHALOVINYL; R4 IS SELECTED FROM THE GROUP CONSISTING OF OH, SH, OR5 WHERE R5 IS SELECTED FROM THE GROUP CONSISTING OF ALKYLCARBOCYCLIC ARYL, HALOCARBOCYCLIC ARYL, HALOALKYL, AND ALKYTHIOALKYL, SR5,
-N(-R6)-R7
WHERE:
R6 AND R7 ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL AND CARBOCYCLIC ARYL OR R6 AND R7 TOGETHER WITH N COMPLETE A HETEROCYCLIC RING, AND OME WHERE ME IS SELECTED FROM THE GROUP CONSISTING OF THE METALS OF GROUPS I, II, VI, VII AND VIII OF THE PERIODIC TABLE; AND X IS AN INTEGER FROM 1 TO 2 INCLUSIVE. SUCH MATERIALS HAVE BEEN FOUND USEFUL TO KILL NEMATODES. FUNGI AND UNDESIRABLE PLANTS. THEY ALSO ARE USEFUL AS DEFOLIATING AGENTS.
WHERE R1 IS ALKYL, PHENYL, ALKYL PHENYL, CHLOROALKYL, CYANOALKYL, ALLYL, OR METHALLYL AND R2 IS MONO, DI OR TRIHALOPHENYL, PHENYL, ALKYL PHENYL, RING HALO METHYL PHENYL, ALKOXYPHENYL ARE PREPARED BY (1) REACTING A COMPOUND HAVING THE FORMULA (R1O)3P WITH A COMPOUND HAVING THE FORMULA
R1-O-CH2-CO-CL
OR (2) REACTING A COMPOUND HAVING THE FORMULA
(R-O-)2-P(=O)H
WITH A COMPOUND HAVING THE FORMULA
R1-O-CH2-CO-CL
THE PRODUCTS ARE USEFUL AS DESICCANTS AND AS HERBICIDES. THE ALLYL COMPOUNDS ARE PARTICULARLY EFFECTIVE AS SELECTIVE HERBICIDES FOR BROAD LEAF PLANTS.