IL41775A - Pyridylmethyl carbamates,their preparation and their use as rodenticides - Google Patents

Pyridylmethyl carbamates,their preparation and their use as rodenticides

Info

Publication number
IL41775A
IL41775A IL41775A IL4177573A IL41775A IL 41775 A IL41775 A IL 41775A IL 41775 A IL41775 A IL 41775A IL 4177573 A IL4177573 A IL 4177573A IL 41775 A IL41775 A IL 41775A
Authority
IL
Israel
Prior art keywords
composition
compound
pyridylmethyl
rodenticidal
carbamate
Prior art date
Application number
IL41775A
Other versions
IL41775A0 (en
Original Assignee
Rohm & Haas
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US245608A external-priority patent/US3865931A/en
Application filed by Rohm & Haas filed Critical Rohm & Haas
Publication of IL41775A0 publication Critical patent/IL41775A0/en
Priority to IL49933A priority Critical patent/IL49933A/en
Publication of IL41775A publication Critical patent/IL41775A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1378993 3-Pyridylmethyl carbamates ROHM & HAAS CO 23 Feb 1973 [15 March 1972 19 April 1972 18 Oct 1972] 8943/73 Heading C2C [Also in Division A5] Novel rodenticidal compounds (I) where X is NO 2 , CN, CF 3 , SR, SOR, SO 2 R or SO 2 NH 2 and R is C 1-6 alkyl, are made by interacting 3-pyridylcarbinol and the corresponding 4-X-substituted phenyl isocyanate. The following compounds are also prepared, 1 - p - tolylsulphonyl - 3 - p - cyanophenyl - urea, propyl - p - nitrophenyl - sulphide and - sulphone: propyl - p - aminophenyl - sulphone, p - sulphamoyl - phenyl carbonyl azide and bis - p - sulphamoyl-phenylurea. [GB1378993A]

Claims (7)

41775/2
1. A compound of the formula wherein X is -N02, -CN-, - CF^, -SR -SOR, -S02R, or SOg Hj wherein R being a to C& alkyl group.
2. 3-pyridylmethyl N-( 'methylthiophenyl )-carba- mate.
3. 3-pyridylmethyl N-( 4 'nitrophenyl ) -carbamate.
4. 3-pyridylmethyl N-(4 'methylsulfinylphenyl - carbamate.
5. - 3-pyridylmethyl N-(4 'methylsulfonylphenyl )- carbamate.
6. 3-pyridylmethyl N-( · ethylsulfinylphenyl )- carbamate.
7. 3-pyridylmethyl N-( '-sulfamylphenyl ) -carbamate.
8. 3-pyriciylmethy ( 4 ' -cyanopheny1) - carbamate. 9· 3-pyridylmethyl-N-(4 ' trifluoromethyl- phenyl)-c8rbomi)te .
10. A compound according to Claim 1, except for those of Claims 2 to 7 specifically named in the foregoing specification. 1L A process for the preparation of a compound as claimed in Claim 1 which comprises reacting 3-pyridyl carbinol with a substituted phenyl isocyanate of the formula : 41775/2 wherein X is as defined in Claim 1 or an obvious chemical equivalent thereof. ¾2i. A process as claimed in Claim 11 wherein the 3-pyridyl carbinol is agitated with the isocyanate for at least 2 hours to effect the reaction.
13. A process as claimed in Claim Tilor 12 carried out under substantially anhydrous conditions. 14:. A process as claimed in Claim lias applied to the preparation of a compound as claimed in any one of Claims 2 to 8.
15. A process as claimed in any of Claims 11 to 14 carried out in the presence of an inert solvent and wherein the solvent is benzene and/or chlorobenzene.
16. A process as claimed in any of Claims 11 to 15 wherein the isocyanate is dissolved in the solvent and the 3-pyridyl carbinol is then added to the solution. 1.7. A process as claimed in any of Claims Xl to 16 wherein the rodenticide product is recovered from the reaction product by filtration.
18. A process as claimed in Claim 11 substan- .1 to' 11 tially as described in any of the foregoing Examples'.
19. A compound as claimed in Claim 1 whenever prepared by a process as claimed in any of Claims 131 to 13. 41775/2 20· A rodenticidal composition containing a compound as claimed in Claim 1 as rodenticide.
21. A compositio as claimed in Claim 20 comprising a compound as claimed in Claim 1 (A) together with one or more of the followingί an edible solid diluent or carrier, another pesticide, a, £labouring agent, a preservative, binder adhesive, film forming agejat, water repliant, wax or plastics material, or surface active agent, or (B) dispersed in a fibre film yarn, fleece, sheet, fabric, rope, cord, string or other packagin^material or dispersed throughout a coating or any shaped article useful in a location where the article might be subjec to rodent attack,
22. A composition as claimed in Claim 20, i the form of a bait; containing an edible solid carrier.
23. A composition as claimed in Claim 22, containing at least 0.05 per cent by weight of rodenticide.
24. A composition as claimed in Claim 23, containing 0.5 to 1.5 per cent by weight of the rodenticide. 25· A composition as claimed in an of claims 22 to 24 wherein the edible solid diluent or carrier is one or more of the following: whole ground corn, steel cut oats, sugar, molasses, rice, vegetable oil, salt, dehydrated fruit, fish meal, tankage, wheat, soaked wheat or other cereal, sausage rusk or other animal, mineral fruit or vegetable rodent food, paraffin wax, acrylic polymer, binder or adhesive.
26. A composition as claimed i Claim 20 or 21 in the form of a tracking powder.
27. A composition as claimed in Claim 26, containing 0.75 41775/2 if any, comprising a powdered carrier or other solid ingredient as set out in Claim 21 in powder form. 28· A composition as claimed in Claim 27 wherein the powdered carrier is one or more of talc, sugar, milk powder, Indian corn meal, fish meal, corn-starch, flour and bentonite.
29. $ composition iin accordance with Claim 2 comprising the rodenticide in finely powdered form.
30. A composition as claimed in any of the claims 20 to 29 wherein the active rodenticidal ingredient is as claimed in any one of Claims 1 to 10 and 19.
31. A method of exterminating pest rodents which comprises exposing a rodenticidally effective amount of a rodenticide as claimed in any of Claims 1 to 10 and 14 or a composition as claimed in any of claims 20 to 30 in the vicinity of a population of the pest rodents in a place where it may be easily reached and ingested by the pest rodents.
32. A method as claimed i Claim 31 wherein the rodenticidal composition is a bait. 33· method as claimed in Claim 32 wherein the rodenticidal composition is exposed in a place where i may he reached by animals other than pest rodents.
34. A method as claimed in any of Claims 31 to 33 wherein the rodenticidal composition is exposed for a period of about three days and then removed. 35· A method as claimed in Claim 31 wherein the rodenticidal composition is a tracking powder and is placed in an area upon which said pest rocLents customarily step. 36· A method as claimed in any of Claims 31 to 34 wherein the rodenticidal composition is as claimed in any of Claims 41775/2
37. A method of making a rodenticidal composition which comprises forming a powder, pellets or grannies, of a compound as claimed in any of Claims 1 to 10 and 19 or mixing a compound as claimed in any of Claims 1 to 10 and 19 with one or more of the following: an edible solid diluent or carrier, another pesticide, a flavouring agent, a preservative, binder, adhesive, film forming agent, water repellant, wax or plastics material or surface active agent or dispersing a compound as claimed in any of Claims 1 to 10 and 19 in a fibre, film, yarn, fleece, sheet, fabric, rope, cord, string or other packaging material or throughout a coating or any shaped article useful in a location where the article might be subject to rodent attack.
38. A method as claimed in Claim 37 as applied to the preparation of a rodenticidal composition ae claimed in any of Claims 22 to 30.
IL41775A 1972-03-15 1973-03-14 Pyridylmethyl carbamates,their preparation and their use as rodenticides IL41775A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
IL49933A IL49933A (en) 1973-03-14 1976-06-29 Pyridylmethyl thiocarbamates their manufacture and their use as rodenticides

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US23501572A 1972-03-15 1972-03-15
US245608A US3865931A (en) 1972-03-15 1972-04-19 Pyridyl phenyl carbamate rodenticides
US29869272A 1972-10-18 1972-10-18

Publications (2)

Publication Number Publication Date
IL41775A0 IL41775A0 (en) 1973-05-31
IL41775A true IL41775A (en) 1976-06-30

Family

ID=27398675

Family Applications (1)

Application Number Title Priority Date Filing Date
IL41775A IL41775A (en) 1972-03-15 1973-03-14 Pyridylmethyl carbamates,their preparation and their use as rodenticides

Country Status (20)

Country Link
JP (1) JPS5716987B2 (en)
AR (1) AR195706A1 (en)
BG (2) BG22994A3 (en)
CH (1) CH567361A5 (en)
DK (1) DK132888C (en)
EG (1) EG10949A (en)
ES (2) ES412668A1 (en)
FR (1) FR2176069B1 (en)
GB (1) GB1378993A (en)
IE (1) IE37413B1 (en)
IL (1) IL41775A (en)
IT (1) IT981360B (en)
LU (1) LU67215A1 (en)
NL (1) NL7303588A (en)
OA (1) OA04349A (en)
PH (1) PH11641A (en)
RO (1) RO62362A (en)
SE (1) SE391179B (en)
TR (1) TR18003A (en)
YU (1) YU66773A (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3284461A (en) * 1964-11-27 1966-11-08 Nepera Chemical Co Inc O-pyridylalkyl-n-alkenyl urethanes and process for their production

Also Published As

Publication number Publication date
IT981360B (en) 1974-10-10
DK132888B (en) 1976-02-23
IE37413L (en) 1973-09-15
BG23002A3 (en) 1977-05-20
AU5336873A (en) 1974-09-19
JPS5191265A (en) 1976-08-10
IE37413B1 (en) 1977-07-20
CH567361A5 (en) 1975-10-15
AR195706A1 (en) 1973-10-31
RO62362A (en) 1977-12-15
SE391179B (en) 1977-02-07
NL7303588A (en) 1973-09-18
TR18003A (en) 1976-08-20
OA04349A (en) 1980-01-31
BG22994A3 (en) 1977-05-20
ES412668A1 (en) 1976-06-01
GB1378993A (en) 1975-01-02
EG10949A (en) 1976-09-30
JPS5716987B2 (en) 1982-04-08
IL41775A0 (en) 1973-05-31
ES439782A1 (en) 1977-07-01
YU66773A (en) 1982-06-18
FR2176069B1 (en) 1976-11-05
FR2176069A1 (en) 1973-10-26
LU67215A1 (en) 1973-09-17
DK132888C (en) 1976-07-19
PH11641A (en) 1978-05-08

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