GB928303A - New phosphorus-containing mixed organic acid anhydrides and the production of phosphorus-containing amido compounds therefrom - Google Patents
New phosphorus-containing mixed organic acid anhydrides and the production of phosphorus-containing amido compounds therefromInfo
- Publication number
- GB928303A GB928303A GB3129358A GB3129358A GB928303A GB 928303 A GB928303 A GB 928303A GB 3129358 A GB3129358 A GB 3129358A GB 3129358 A GB3129358 A GB 3129358A GB 928303 A GB928303 A GB 928303A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- phosphorus
- hydrocarbon
- radical
- acid
- 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
- 125000003368 amide group Chemical group 0.000 title abstract 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 2
- 229910052698 phosphorus Inorganic materials 0.000 title 2
- 239000011574 phosphorus Substances 0.000 title 2
- 150000007524 organic acids Chemical class 0.000 title 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 6
- 229930195733 hydrocarbon Natural products 0.000 abstract 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000007530 organic bases Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
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
The invention comprises anhydrides of the formula <FORM:0928303/IV(a)/1> wherein R1 and R2 are hydrocarbon or substituted hydrocarbon radicals and R3 is a hydrocarbon or substituted hydrocarbon radical or a heterocyclic radical attached to the C:O group through a carbon atom of said radical. R1 and R2 are preferably alkyl radicals, e.g. methyl, ethyl, propyl or butyl and R3 is preferably an alkyl, aryl or aralkyl radical which radicals may be substituted, or a heterocyclic radical, e.g. pyridyl. They may be obtained by (1) reacting an acid of the formula (R1O)(R2O)P(S)SCH2COOH or a salt of such acid with an acid chloride R3COCl, the reaction being carried out in the presence or absence of a tertiary organic base when the free acid is used, or (2) by reacting the free acid of the above formula with ketene, this method being applicable to products in which R3 is methyl. The anhydrides may be reacted with ammonia or an amine of the formula HNR4R5 to give amido compounds of the formula: <FORM:0928303/IV(a)/2> wherein R1 and R2 are as defined above and R4 and R5 are hydrocarbon or substituted hydrocarbon radicals or R3 and R4 together with the N atom form a heterocyclic ring, e.g. morpholine. Specified amino compounds NHR3R4 are ammonia, methylamine, ethylamine, p-chloroaniline and morpholine. The amido compounds have insecticidal properties.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3129358A GB928303A (en) | 1958-10-01 | 1958-10-01 | New phosphorus-containing mixed organic acid anhydrides and the production of phosphorus-containing amido compounds therefrom |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3129358A GB928303A (en) | 1958-10-01 | 1958-10-01 | New phosphorus-containing mixed organic acid anhydrides and the production of phosphorus-containing amido compounds therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB928303A true GB928303A (en) | 1963-06-12 |
Family
ID=10320978
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3129358A Expired GB928303A (en) | 1958-10-01 | 1958-10-01 | New phosphorus-containing mixed organic acid anhydrides and the production of phosphorus-containing amido compounds therefrom |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB928303A (en) |
-
1958
- 1958-10-01 GB GB3129358A patent/GB928303A/en not_active Expired
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