GB1265533A - - Google Patents
Info
- Publication number
- GB1265533A GB1265533A GB1265533DA GB1265533A GB 1265533 A GB1265533 A GB 1265533A GB 1265533D A GB1265533D A GB 1265533DA GB 1265533 A GB1265533 A GB 1265533A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- reacting
- formula
- solvent
- april
- 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
- 150000001875 compounds Chemical class 0.000 abstract 6
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 abstract 1
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical class OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
- 125000005270 trialkylamine group Chemical group 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
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/307—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,265,533. Vinyl phosphate esters. SANDOZ Ltd. 25 April, 1969 [21 June, 1968; 3 April, 1969], No. 21344/69. Headings C2C and C2P. The novel compound of Formula I is prepared (a) by condensing (CH 3 O) 3 P with a compound of Formula III in which Hal signifies bromine or chlorine in an inert organic solvent, or (b) by reacting CH 3 0M in which M is H or an alkali metal with a compound of the Formula V in which Hal is bromine or chlorine, with the proviso that when M is hydrogen the reaction is carried out in the presence of an acid binding agent. Compounds of Formula III may be obtained by reacting compound IV with sulphonyl chloride or bromide in a solvent such as chloroform. Compound IV may be obtained by reacting 3-methyl-1-pentyne-3-ol with diketene preferably in the presence of a condensation agent such as trialkylamine at 60-70 C. for 1 to 2 hours. Compound V may be made by reacting compound IV with phosphorus oxychloride or oxybromide in an inert solvent and in the presence of an acid acceptor at - 10 to + 50 C. Compound I has insecticidal and acaricidal properties.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH934768A CH510696A (en) | 1968-06-21 | 1968-06-21 | Pesticide contng o, o-dimethyl-o(-1-(3-methyl- - 1-pentyne-3 yloxycarbonyl)-1-propenyl) pho- |
| CH515869 | 1969-04-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1265533A true GB1265533A (en) | 1972-03-01 |
Family
ID=25697111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1265533D Expired GB1265533A (en) | 1968-06-21 | 1969-04-25 |
Country Status (5)
| Country | Link |
|---|---|
| DE (1) | DE1930751A1 (en) |
| DK (1) | DK123303B (en) |
| FR (1) | FR2011388A1 (en) |
| GB (1) | GB1265533A (en) |
| IL (1) | IL32441A (en) |
-
1969
- 1969-04-25 GB GB1265533D patent/GB1265533A/en not_active Expired
- 1969-05-30 DK DK295569AA patent/DK123303B/en unknown
- 1969-06-18 DE DE19691930751 patent/DE1930751A1/en active Pending
- 1969-06-19 FR FR6920547A patent/FR2011388A1/fr not_active Withdrawn
- 1969-06-20 IL IL32441A patent/IL32441A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1930751A1 (en) | 1970-01-02 |
| FR2011388A1 (en) | 1970-02-27 |
| IL32441A (en) | 1972-11-28 |
| IL32441A0 (en) | 1969-08-27 |
| DK123303B (en) | 1972-06-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1145758A (en) | Process for the preparation of cyclic esters of phosphorous acid and novel such esters | |
| ES383564A1 (en) | Heterocyclic ethers of piperazine n alkanols | |
| GB1441056A (en) | Phenyl-pyridazines their preparation and use as herbicides | |
| GB1265533A (en) | ||
| GB1214415A (en) | Improvements in or relating to fungicidal and acaricidal compositions for agriculture | |
| GB1234845A (en) | Phosphoric, phosphonic, thionophosphonic and thionophosphoric acid esters | |
| GB1345667A (en) | Halogenoacetanilides and herbicidal compositions containing them | |
| NL113064C (en) | ||
| GB1050554A (en) | ||
| GB1254586A (en) | Improvements in or relating to phenylhydrazones and the manufacture thereof | |
| ES410649A1 (en) | Cis thiophosphoric acid amide esters | |
| ES379765A1 (en) | Bis-(hindered phenol)-alkane phosphonates | |
| GB1307766A (en) | Phosphoric and thiophosphoric acid ester halides | |
| GB1375357A (en) | ||
| GB1210924A (en) | Dithiophosphorous esters and fungicidal compositions containing them | |
| GB1217160A (en) | Halovinylphosphonous dihalides and derivatives thereof | |
| GB1253646A (en) | O-chloro- or o-bromo-alkyl-s-benzyl-s'-alkyldithiol-phosphoric acid esters | |
| GB1257721A (en) | ||
| GB1301340A (en) | ||
| GB1214188A (en) | Novel phosphorothiolates | |
| ES393687A1 (en) | Dihydro-3(4-hydroxy-1-(di or tri-substituted phenethyl) - 4 - piperidyl)-2-(3h)furanone | |
| GB1426187A (en) | Pesticidal vinyl esters of thiophosphoric acids | |
| GB1352381A (en) | Phosphorus-containing 2,6-dialkyl phenols processes for the production thereof and compositions containing them | |
| ES8206522A1 (en) | Process for the Preparation of Apovincaminic Acid Esters | |
| GB1321550A (en) | Monoazo dyestuffs |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |