专利摘要:
1449967 Thiophosphoric acid esters CIBAGEIGY AG 14 March 1974 [15 March 1973 30 Jan 1974] 11455/74 Heading C2P The invention comprises compounds of the general formula wherein R 1 is methyl or ethyl, R 2 is n-propyl, isopropyl, isobutyl, secbutyl, or n-amyl, R 3 is H or methyl, X is H, Cl, Br, F, CH 3 , CH 3 S, CH 3 S(O), CH 3 O or acetyl, and n is 1, 2 or 3. They may be obtained by the following reaction procedures where Hal is halogen and Me is an alkali metal, ammonium or alkylammonium. In some eases copper or copper chloride should be present as catalysts. The compounds have pesticidal properties and may be used as active ingredients in conventional pesticidal compositions which may also contain other pesticides.
公开号:SU716511A3
申请号:SU742006008
申请日:1974-03-14
公开日:1980-02-15
发明作者:Бегер Манфред (Фрг);Драбек Йосеф (Чсср)
申请人:Циба-Гейги Аг (Фирма);
IPC主号:
专利说明:

(54) INSECTICIDAL. MEANS
; :. ; I -,. The invention relates to plant protection products, namely, insecticides containing O-ethyl-0-aryl-8-alkyl-thiophosphoric acid esters as a1 of the active component. A known agent whose active starting point is O-alkyl; -8-alkyl-0- (lower alkyl) -alkylcarboyl nylphenylthiophosphoric acid esters tU. Closer to the invention is an agent whose active ingredients are O-ethyl-S-propyl-O- (methylthio) alkylphenylthiophosphoric acid 2 esters. However, the known compounds have insufficient insecticidal activity. The aim of the invention is to find an insecticidal agent having only a higher activity than the known ones. In Kazan, the goal is achieved by using the compounds of the general formula where R is ethyl; R. - and from o-propyl, isoi sec-butl, n-amyl; RJ is hydrogen, methyl; X is hydrogen, halogen, methyl, methylthio, methylsulfinyl, m tox, acyl; P -1-3-. -.,: In a weight ratio of 0.5 to 95 wt.%, As well as an additive selected from the group of diluent, dispersant, wetting agent. Usage forms are common: dusts, emulsion concentrates, granulates, dispersions, sprayable preparations, solutions, suspensions. They are prepared by methods common in the preparation of pesticide formulations. The proposed compounds are obtained by reacting compounds of the formula "" s. with phenolism foemule
in the presence of an acid binding agent, corresponding to the corresponding alkali phenol. In the table. 1 shows the compounds that can be obtained in the above mentioned manner.,
An example. Prolonged insecticidal gastrointestinal dovodye action .-,.: -,. :.
Cotton infestations are sprayed with a 05% aqueous emulsion containing a valid start (consisting of 1 P% emulsifiable concentrate) ...
After drying, each plant is covered with larvae of L Spodoptera ijittoritlis or Heliothis virescens. Percentage destruction occurs after 2, 4, 24, and 48 hours. In the case of a 100% killing, after 48 hours, the plants are again covered with new EXTRA PEST and continue to be killed at the same time intervals (3 hN5
YSNT-
BN-SNZ
YNZ
J oCzHs
 Lci-sec
(; Mr. Sn-yNz
Oygnz
0-pcG
$ C4.Hg-fae CH CH-CjHj
$ SNE
I OCzHs O- P
0СзН7Г (Сиз
up to 48 hours. If they again achieve 100% killing, then the test is carried out again after 8 days.
The test was carried out at 24 ° C and 60% relative humidity; known compounds were used as comparative compounds.
(Jjh7
 , OSGN5
dHjS
$ JsNg
(conj. "A")
(fnrep-Cilf.Hj
(pinning in)
B. Table 2 shows the results obtained. :
Table 1
1.565
1.5654
1,5552
1.5478
I
Cl
(Jl
 OSGN
R:
(n CHsCH-CHj
SN "CH-CH3
o-RSG.
di
O OCiH5
Cl
Cl o- p SCaHy- /
Cl
7165116
Continuation
Ocihi
(5H (5H - (: Nz
1.5379

) uM
SN LH-SNZ
1.5423
- U Hj-ff -CH-tiHj
1.544
 OCjHj
.
1.5409
- YsNu-1, 5375
 OCjHs
$ CI | .HS -
sn-bn-snz
l odeHB.
  CjHyCH-CH-dHj
1.5568
$ SzN7- Ch-CH-CH
1.5538
(5gN |
CH CH-CH3
1.5518
-w
.tfejsy- .ZEnzzzzzn:
   . ,
0 -
t3
CH CH-CH3
di
II 0-P;
Cl CH CH-CH3
  OdgHs 0-P
t, H CH-CH3
Br
O OCzHs
° bzN7-- /
(H,
I odgKs
0-;
.- "
Br
Yn CH- with%
tiH,
BNZ-kJl
20
 OdzHs 0 - P.
CH CH-c; ig
Chu
Bl "
0-- | - 2 5
to H -fH-;
22
eight
Continuation of table 1
/ odgHs
1.5532
Odjhs
-SCaHT-w
1.5692
{ZygNt-Y
1.5692
YN CH-CHj
1.5801
1.5410
0 (1 iH, -tf
1.557
1.539
23
24
25
26
-27
Ci -T "CH tii-CH3
Cl -I CH CH-CHj
Cl CHj
Continuation of table 1
..OCJzHs
0- 0СзН7- "
1,527
CH eH-CHj
 OSgKd
CMT-CH-CHj
1.5435
nooh oh
9 oSgNa SenT
en yn - ynz
C1
1,550
o6jHs
ABOUT -
gCjHT-w CH CH-dH3
SNS
-oCtHs O-
1.5614
1 p

1.5539
-til
,:

1.578
-Cl 5l "
eleven
0 CH CH-CH3
Cl
Cl Br
about
0-f:
CH C-BNZ
CHi
ABOUT
0-:
Ci
en-gns
About OSGNV
SCjHT-W С- CHj
Cl
 - $ C5HT-W r CHsCH-CJHj
tfHj V Mj
Cl
P / OCaHs
 $ s; sd7 "
-dH CH-CHj (
Cl
I OCjHs
k / ji - vH CliC 0-; -СНз
OCjHs
0 -
- i Hji-A
SI.- CH-CHE
CH,
71651112
Continuation
OCzHs
SC Hj-wjo
1.5614
.OCiH (JaHi-w
1,5598
OIGNB
SCfiHT-W
1.5389
1.5368
1.5405
1.5618
1.5619
1.5614
About WjHT-W
40
41
1About 2
Continuation of table 1
I OCgHs
bn-dn-ynz
1.5639
.iHi-uaa CH CH-dHj
Continuation of table 2
35
24.-
48 48
48
24
48
, t
48 24
48 48
48
60
24
48
48
Continuation of table 2
48 48 48 48 48 48
3 34 35 36
2 2 24
.2 /
37
4 24
38
39

24
four
40
 BUT ,
48
... 24,. ::., ....; .....
48
Not reached
Not achieved Not achieved
B
Instant infection of plants, Infection of plants after 2 days.
:,. . . - .. ; . -: h. -.
Figures without asterisks are contagious. plants after 8 days.
Thus, the proposed compounds have high insecticidal activity.
权利要求:
Claims (2)
[1]
1. The patent of France 2154745, cl. From 07F 9/00, published 15.06.73.
[2]
2. Published for Germany 216339 cl. 12-23 / OZ, published, 27.07.72.
类似技术:
公开号 | 公开日 | 专利标题
SU710500A3|1980-01-15|Insectoacaricidic substance
SU716511A3|1980-02-15|Insecticidic agent
CA1093088A|1981-01-06|Pesticidal compositions
US3806560A|1974-04-23|O-ethyl-s-propyl-s-alkoxy-or substituted amino-carbonylmethyl-phosphorodithiolates
CA1048047A|1979-02-06|Esters
IL45780A|1977-12-30|Urea thiolphosphonates their preparation and their use in pest control
GB1506554A|1978-04-05|Substituted vinylthionophosphoric acid esters and their use as insecticides and acaricides
US3476490A|1969-11-04|Methods of using particular carbamic acid esters for insecticidal and acaricidal purposes
GB1447967A|1976-09-02|Quinoxalyl-thiono-thiol-phosphoric-phosphonic acid esters and ester-amides their preparation and their use as insecticides and acaricides
CA1090820A|1980-12-02|Amidines
CA1050881A|1979-03-20|Insecticide activators
DE2345609A1|1974-03-28|NEW ESTERS
GB1579635A|1980-11-19|Sulphenamides and their use in pesticidal compositions
US3234248A|1966-02-08|Esters of chloralmonofluoracetamides
CA1095927A|1981-02-17|Pesticidally active dialkylthiolophosphoryl-ureas
US3848031A|1974-11-12|O-alkyl-o-cyclohexyl-s-alkyl-,haloalkyl-or alkenyl-phosphorothiolates
US3323987A|1967-06-06|Fungicidal preparations containing copper-bis-valerianate
CA1048052A|1979-02-06|Insecticidally active phosphoric acid ester
US3692902A|1972-09-19|Certain phosphorous compounds used as insecticides, miticides and fungicides
CA1045149A|1978-12-26|Esters
US3829565A|1974-08-13|Combating insects,acarids and nematodes using s,s-di|phosphoro-or phosphonothionothiolates
US3793409A|1974-02-19|O-alkyl-s-|-s-| phosphorodithiolates
US3886273A|1975-05-27|Certain thiophosphate synergists
US3705241A|1972-12-05|Fungicidal process employing organic phosphorous acid esters
US3732343A|1973-05-08|1-halo-2-aryloxy-vinyl |-phosphates
同族专利:
公开号 | 公开日
GB1449967A|1976-09-15|
US3898306A|1975-08-05|
AU6621474A|1975-09-04|
IL44294A|1977-01-31|
NL7402974A|1974-09-17|
AU476165B2|1976-09-16|
FR2230653B1|1978-01-06|
AT329924B|1976-06-10|
DE2411809A1|1974-09-26|
IL44294D0|1974-05-16|
CA1051916A|1979-04-03|
FR2230653A1|1974-12-20|
JPS5046838A|1975-04-25|
ATA213174A|1975-08-15|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

US2275041A|1939-05-08|1942-03-03|Dow Chemical Co|Mixed aromatic phosphates and method for preparing the same|JPS5053531A|1973-09-21|1975-05-12|
US4072745A|1976-03-11|1978-02-07|Stauffer Chemical Company|Substituted vinyl thiophosphate activators|
DE3220113A1|1982-05-28|1983-12-01|Basf Ag, 6700 Ludwigshafen|DIFLUORMETHOXIPHENYLTHIOPHOSPHORSAEUREESTER|
DE3239288A1|1982-10-23|1984-04-26|Basf Ag, 6700 Ludwigshafen|DIHALOGENVINYLPHENYL-PHOSPHORIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PEST CONTROL|
JPH0656019U|1993-11-02|1994-08-02|ホシザキ電機株式会社|Tableware rack connection member|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
CH377673A|CH574215A5|1973-03-15|1973-03-15|0- O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity|
CH126174A|CH583518A5|1974-01-30|1974-01-30|0- O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity|
[返回顶部]