GB1280118A - Epoxyalkylphosphine oxides and process for making them - Google Patents
Epoxyalkylphosphine oxides and process for making themInfo
- Publication number
- GB1280118A GB1280118A GB36304/70A GB3630470A GB1280118A GB 1280118 A GB1280118 A GB 1280118A GB 36304/70 A GB36304/70 A GB 36304/70A GB 3630470 A GB3630470 A GB 3630470A GB 1280118 A GB1280118 A GB 1280118A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methanol
- iii
- dehydrohalogenating
- formula
- solution
- 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
- 238000000034 method Methods 0.000 title abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- -1 alkyl radicals Chemical class 0.000 abstract 2
- CLXHGMPUQBIQHY-UHFFFAOYSA-N 1,2,3,4,8,9,10,10a-octahydropyrrolo[1,2-a][1,5]diazocine Chemical compound N12C=CCNCCC2CCC1 CLXHGMPUQBIQHY-UHFFFAOYSA-N 0.000 abstract 1
- XGINAUQXFXVBND-UHFFFAOYSA-N 1,2,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrimidine Chemical compound N1CC=CN2CCCC21 XGINAUQXFXVBND-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003701 inert diluent Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical group P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5397—Phosphine oxides
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5304—Acyclic saturated phosphine oxides or thioxides
-
- 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
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65502—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a three-membered ring
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)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
1280118 Preparing vegetable phosphatides KNAPSACK AG 27 July 1970 [28 Aug 1969] 36304/70 Heading C2P The invention comprises epoxyalkylphosphine oxides of the general formula wherein R 1 and R 2 are selected from C 1 -C 5 alkyl radicals and aryl radicals and R 3 , R 4 and R 5 represent a hydrogen atom or a C 1 -C 5 alkyl radical. They may be obtained by reacting at about 20 to 100 C., if desired, in the presence of an inert diluent, a secondary phosphine oxide of the general formula (R 1 )(R 2 )P(O)H with a compound of the formula wherein Hal is halogen, e.g. Cl or Br to form an addition product of the formula and dehydrohalogenating the latter, e.g. by contacting with a dehydrohalogenation agent, e.g. an alkali or an organic base, at between about 20 and 65 C. The process may be carried out in one step without isolation of the intermediate addition product (III) or in two steps by first isolating the product (III) and then dehydrohalogenating in a second step, e.g. by first recrystallizing (III) and then dropping a solution thereof, e.g. in methanol, into an alcoholic solution of an alkali metal hydroxide, e.g. a solution of KOH in methanol, with subsequent removal of the halide formed. Specified dehydrohalogenating agents are NaOH, KOH, Na 2 CO 3 , alkali metal alcoholates, pyridine, triethylamine, 1,5 - diazabicyclo[6,3,0]- undecene and 1,5 - diazabicyclo[4,3,0]nonene and specified diluents are diethyl ether, ethyl acetate and methanol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691943712 DE1943712C3 (en) | 1969-08-28 | Process for the preparation of epoxy alkylphosphine oxides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1280118A true GB1280118A (en) | 1972-07-05 |
Family
ID=5743991
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB36304/70A Expired GB1280118A (en) | 1969-08-28 | 1970-07-27 | Epoxyalkylphosphine oxides and process for making them |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4911377B1 (en) |
| BE (1) | BE755459A (en) |
| CH (1) | CH539081A (en) |
| FR (1) | FR2059223A5 (en) |
| GB (1) | GB1280118A (en) |
| NL (1) | NL7011975A (en) |
| SE (1) | SE366048B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5942584A (en) * | 1995-03-31 | 1999-08-24 | Siemens Aktiengesellschaft | Flame-retardant polyamides |
-
0
- BE BE755459D patent/BE755459A/en unknown
-
1970
- 1970-06-04 CH CH1173070A patent/CH539081A/en not_active IP Right Cessation
- 1970-07-15 SE SE09824/70A patent/SE366048B/xx unknown
- 1970-07-27 GB GB36304/70A patent/GB1280118A/en not_active Expired
- 1970-08-13 NL NL7011975A patent/NL7011975A/xx not_active Application Discontinuation
- 1970-08-25 FR FR7031106A patent/FR2059223A5/fr not_active Expired
- 1970-08-27 JP JP45075241A patent/JPS4911377B1/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5942584A (en) * | 1995-03-31 | 1999-08-24 | Siemens Aktiengesellschaft | Flame-retardant polyamides |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1943712B2 (en) | 1977-04-21 |
| FR2059223A5 (en) | 1971-05-28 |
| BE755459A (en) | 1971-03-01 |
| SE366048B (en) | 1974-04-08 |
| CH539081A (en) | 1973-07-15 |
| JPS4911377B1 (en) | 1974-03-16 |
| NL7011975A (en) | 1971-03-02 |
| DE1943712A1 (en) | 1971-03-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |