GB1377329A - Disubstituted n- aminomethylene- thiol -thiono- phosphoric acid ester amides process for their production and their use as insecti cides and acaricides - Google Patents
Disubstituted n- aminomethylene- thiol -thiono- phosphoric acid ester amides process for their production and their use as insecti cides and acaricidesInfo
- Publication number
- GB1377329A GB1377329A GB1635273A GB1635273A GB1377329A GB 1377329 A GB1377329 A GB 1377329A GB 1635273 A GB1635273 A GB 1635273A GB 1635273 A GB1635273 A GB 1635273A GB 1377329 A GB1377329 A GB 1377329A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compounds
- aminomethylene
- prepared
- thiono
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 230000000749 insecticidal effect Effects 0.000 title abstract 2
- 239000000642 acaricide Substances 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000003948 formamides Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- -1 piperidino, morpholino Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/6533—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/59—Hydrogenated pyridine rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1377329 N-Aminomethylene phosphorus amides BAYER AG 5 April 1973 [6 April 1972] 16352/73 Headings C2P and C2C The invention comprises compounds of formula wherein R is C 1-6 alkyl; R<SP>1</SP> is C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, alkylthioalkyl with 1-4 carbon atoms per alkyl moiety or N-[C 1-4 alkyl)- carbamoylmethyl; R<SP>11</SP> and R<SP>111</SP> are each C 2-6 alkyl or C 2-6 alkenyl; or NR<SP>11</SP>R<SP>111</SP> represents a heterocyclic ring optionally interrupted by further N, O or S atoms; and X is O or S. Compounds I are prepared by reacting II with III: or by reacting IV with V: Compounds II supra (R = Me or Et; R<SP>1</SP> = Me; X = O; alkyl = Et) are prepared by reacting triethyl orthoformate with O-(methyl or ethyl)- S-methyl phosphoramidothioate. Compounds V supra (Alkyl=Me; NR<SP>11</SP>R<SP>111</SP> = NEt 2 , NPt 2 , NBu 2 , NBu<SP>i</SP> 2 , N(allyl) 2 , 1-pyrrolidinyl, piperidino, morpholino) are prepared from the corresponding N,N-substituted formamides by reaction with Me 2 SO 4 . Insecticidal and acaricidal compositions comprise a compound I and a carrier.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2216552A DE2216552C3 (en) | 1972-04-06 | 1972-04-06 | Disubstituted N- [aminomethylidene] -thiol- (thiono) -phosphoric acid esterimides, process for their preparation and their use as insecticides and acaricides |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1377329A true GB1377329A (en) | 1974-12-11 |
Family
ID=5841151
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1635273A Expired GB1377329A (en) | 1972-04-06 | 1973-04-05 | Disubstituted n- aminomethylene- thiol -thiono- phosphoric acid ester amides process for their production and their use as insecti cides and acaricides |
Country Status (21)
Country | Link |
---|---|
JP (2) | JPS4913336A (en) |
AT (1) | AT322908B (en) |
BE (1) | BE797792A (en) |
BR (1) | BR7302379D0 (en) |
CH (1) | CH582994A5 (en) |
CS (2) | CS183687B2 (en) |
DD (1) | DD107934A5 (en) |
DE (1) | DE2216552C3 (en) |
DK (1) | DK134320C (en) |
EG (1) | EG10754A (en) |
ES (2) | ES413374A1 (en) |
FR (1) | FR2179214B1 (en) |
GB (1) | GB1377329A (en) |
HU (1) | HU168160B (en) |
IL (1) | IL41933A (en) |
IT (1) | IT981879B (en) |
NL (1) | NL7304849A (en) |
PL (1) | PL86814B1 (en) |
RO (2) | RO62884A (en) |
TR (1) | TR17151A (en) |
ZA (1) | ZA732384B (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RO65820A (en) * | 1974-09-12 | 1980-06-15 | Bayer A.G.,De | PROCESS FOR PREPARING NEW PHOSPHORIC ESTERS |
JPS5423479U (en) * | 1977-07-19 | 1979-02-15 | ||
DE2737403A1 (en) * | 1977-08-19 | 1979-02-22 | Bayer Ag | N- (AMINOMETHYLENE) - (MONO- AND DITHIO) -PHOSPHORSAEUREDIESTERAMIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES, ACARICIDES AND NEMATICIDES |
LU85892A1 (en) * | 1985-05-10 | 1986-12-05 | Wurth Paul Sa | METHOD FOR CONTROLLING THE LOADING OF A TANK OVEN |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3121084A (en) * | 1962-09-17 | 1964-02-11 | Du Pont | Selected n, n, n'-trisubstituted amidines and their preparation by reaction of compounds with-nh2 groups with amide acetals |
DE2118469C3 (en) * | 1971-04-16 | 1980-02-14 | Bayer Ag, 5090 Leverkusen | N- (Dimenthylaminomethyliden) -thiol (thiono) phosphoric acid ester imides, process for their preparation and their use as insecticides and acaricides |
BE792901A (en) * | 1971-12-17 | 1973-06-18 | Ciba Geigy | PHOSPHOROUS AMIDINES AND PESTICIDE PRODUCTS CONTAINING THEM |
-
1972
- 1972-04-06 DE DE2216552A patent/DE2216552C3/en not_active Expired
-
1973
- 1973-03-21 DD DD169627A patent/DD107934A5/xx unknown
- 1973-03-28 CS CS7300002271A patent/CS183687B2/en unknown
- 1973-03-28 CS CS7600006200A patent/CS183697B2/en unknown
- 1973-03-29 RO RO7300074333A patent/RO62884A/en unknown
- 1973-03-29 RO RO7383028A patent/RO65819A/en unknown
- 1973-04-03 JP JP48037483A patent/JPS4913336A/ja active Pending
- 1973-04-03 JP JP48037482A patent/JPS4913122A/ja active Pending
- 1973-04-03 IL IL41933A patent/IL41933A/en unknown
- 1973-04-03 BR BR732379A patent/BR7302379D0/en unknown
- 1973-04-03 TR TR17151A patent/TR17151A/en unknown
- 1973-04-04 IT IT22593/73A patent/IT981879B/en active
- 1973-04-04 PL PL1973161700A patent/PL86814B1/pl unknown
- 1973-04-04 CH CH484073A patent/CH582994A5/xx not_active IP Right Cessation
- 1973-04-04 EG EG126/73A patent/EG10754A/en active
- 1973-04-05 BE BE129657A patent/BE797792A/en unknown
- 1973-04-05 ES ES413374A patent/ES413374A1/en not_active Expired
- 1973-04-05 DK DK184873A patent/DK134320C/en active
- 1973-04-05 AT AT299073A patent/AT322908B/en not_active IP Right Cessation
- 1973-04-05 GB GB1635273A patent/GB1377329A/en not_active Expired
- 1973-04-05 ZA ZA732384A patent/ZA732384B/en unknown
- 1973-04-06 NL NL7304849A patent/NL7304849A/xx not_active Application Discontinuation
- 1973-04-06 HU HUBA2903A patent/HU168160B/hu unknown
- 1973-04-06 FR FR7312444A patent/FR2179214B1/fr not_active Expired
-
1975
- 1975-08-14 ES ES440270A patent/ES440270A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DK134320B (en) | 1976-10-18 |
IL41933A0 (en) | 1973-06-29 |
EG10754A (en) | 1976-11-30 |
AT322908B (en) | 1975-06-10 |
AU5422973A (en) | 1974-10-10 |
HU168160B (en) | 1976-03-28 |
PL86814B1 (en) | 1976-06-30 |
DE2216552A1 (en) | 1973-10-11 |
DE2216552B2 (en) | 1980-03-06 |
CH582994A5 (en) | 1976-12-31 |
DD107934A5 (en) | 1974-08-20 |
TR17151A (en) | 1974-04-25 |
ES440270A1 (en) | 1977-03-16 |
ES413374A1 (en) | 1976-06-16 |
JPS4913336A (en) | 1974-02-05 |
RO65819A (en) | 1981-07-30 |
DE2216552C3 (en) | 1980-10-30 |
BR7302379D0 (en) | 1974-02-07 |
FR2179214A1 (en) | 1973-11-16 |
BE797792A (en) | 1973-10-05 |
IL41933A (en) | 1977-10-31 |
FR2179214B1 (en) | 1977-02-04 |
CS183687B2 (en) | 1978-07-31 |
JPS4913122A (en) | 1974-02-05 |
NL7304849A (en) | 1973-10-09 |
ZA732384B (en) | 1974-01-30 |
CS183697B2 (en) | 1978-07-31 |
RO62884A (en) | 1978-01-15 |
IT981879B (en) | 1974-10-10 |
DK134320C (en) | 1977-04-12 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
48B9 | Specification amended (sect. 8 and 9/1949) | ||
SPA | Amended specification published | ||
PCNP | Patent ceased through non-payment of renewal fee |