CA1131648A - Method for preparing salts of (-)cis-1,2- epoxypropylphosphonic acid - Google Patents
Method for preparing salts of (-)cis-1,2- epoxypropylphosphonic acidInfo
- Publication number
- CA1131648A CA1131648A CA331,340A CA331340A CA1131648A CA 1131648 A CA1131648 A CA 1131648A CA 331340 A CA331340 A CA 331340A CA 1131648 A CA1131648 A CA 1131648A
- Authority
- CA
- Canada
- Prior art keywords
- cis
- acid
- resolving agent
- epoxypropylphosphonic
- salt
- 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 claims abstract description 22
- 150000003839 salts Chemical class 0.000 title claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 239000004593 Epoxy Substances 0.000 claims abstract description 8
- 239000000725 suspension Substances 0.000 claims abstract description 5
- 231100000252 nontoxic Toxicity 0.000 claims abstract description 3
- 230000003000 nontoxic effect Effects 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 2
- QWMFKVNJIYNWII-UHFFFAOYSA-N 5-bromo-2-(2,5-dimethylpyrrol-1-yl)pyridine Chemical compound CC1=CC=C(C)N1C1=CC=C(Br)C=N1 QWMFKVNJIYNWII-UHFFFAOYSA-N 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 2
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical group [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 claims 2
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 244000052616 bacterial pathogen Species 0.000 abstract description 2
- 238000011084 recovery Methods 0.000 abstract description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
- 229910001868 water Inorganic materials 0.000 description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 229960004592 isopropanol Drugs 0.000 description 3
- KJJPLEZQSCZCKE-UHFFFAOYSA-N 2-aminopropane-1,3-diol Chemical compound OCC(N)CO KJJPLEZQSCZCKE-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000009850 completed effect Effects 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- WUUPHKMXFXHDKJ-UHFFFAOYSA-L O.[Ca+2].P([O-])([O-])=O Chemical compound O.[Ca+2].P([O-])([O-])=O WUUPHKMXFXHDKJ-UHFFFAOYSA-L 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229940068911 chloride hexahydrate Drugs 0.000 description 1
- 229940124274 edetate disodium Drugs 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- VOAPTKOANCCNFV-UHFFFAOYSA-N hexahydrate;hydrochloride Chemical compound O.O.O.O.O.O.Cl VOAPTKOANCCNFV-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000021962 pH elevation Effects 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- XMVONEAAOPAGAO-UHFFFAOYSA-N sodium tungstate Chemical compound [Na+].[Na+].[O-][W]([O-])(=O)=O XMVONEAAOPAGAO-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 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
- C07F9/655—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
- C07F9/65505—Phosphonic acids containing oxirane groups; esters thereof
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT25389A/78 | 1978-07-06 | ||
| IT25389/78A IT1097477B (it) | 1978-07-06 | 1978-07-06 | Metodo per la preparazione di sali dell'acido (-) cis-1,2-epossipropilfosfonico |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1131648A true CA1131648A (en) | 1982-09-14 |
Family
ID=11216556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA331,340A Expired CA1131648A (en) | 1978-07-06 | 1979-07-06 | Method for preparing salts of (-)cis-1,2- epoxypropylphosphonic acid |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5511575A (da) |
| AT (1) | AT373264B (da) |
| CA (1) | CA1131648A (da) |
| CH (1) | CH640863A5 (da) |
| DE (1) | DE2925359C3 (da) |
| DK (1) | DK284679A (da) |
| ES (1) | ES482227A1 (da) |
| FR (1) | FR2430424A1 (da) |
| GB (1) | GB2024826B (da) |
| GR (1) | GR69597B (da) |
| IE (1) | IE48590B1 (da) |
| IT (1) | IT1097477B (da) |
| NL (1) | NL7905313A (da) |
| SE (1) | SE446739B (da) |
-
1978
- 1978-07-06 IT IT25389/78A patent/IT1097477B/it active
-
1979
- 1979-06-09 JP JP7185879A patent/JPS5511575A/ja active Pending
- 1979-06-12 CH CH549079A patent/CH640863A5/it not_active IP Right Cessation
- 1979-06-22 DE DE2925359A patent/DE2925359C3/de not_active Expired
- 1979-06-22 FR FR7916110A patent/FR2430424A1/fr active Granted
- 1979-06-27 GB GB7922413A patent/GB2024826B/en not_active Expired
- 1979-06-28 AT AT0455279A patent/AT373264B/de not_active IP Right Cessation
- 1979-07-03 GR GR59500A patent/GR69597B/el unknown
- 1979-07-05 SE SE7905874A patent/SE446739B/sv not_active IP Right Cessation
- 1979-07-05 DK DK284679A patent/DK284679A/da not_active Application Discontinuation
- 1979-07-05 ES ES482227A patent/ES482227A1/es not_active Expired
- 1979-07-06 NL NL7905313A patent/NL7905313A/nl not_active Application Discontinuation
- 1979-07-06 CA CA331,340A patent/CA1131648A/en not_active Expired
- 1979-08-08 IE IE1272/79A patent/IE48590B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IE48590B1 (en) | 1985-03-20 |
| NL7905313A (nl) | 1980-01-08 |
| DE2925359B2 (de) | 1980-09-04 |
| FR2430424A1 (fr) | 1980-02-01 |
| ES482227A1 (es) | 1980-04-01 |
| SE7905874L (sv) | 1980-01-07 |
| GB2024826B (en) | 1982-12-01 |
| IT7825389A0 (it) | 1978-07-06 |
| JPS5511575A (en) | 1980-01-26 |
| IT1097477B (it) | 1985-08-31 |
| GR69597B (da) | 1982-07-05 |
| ATA455279A (de) | 1983-05-15 |
| IE791272L (en) | 1980-01-06 |
| SE446739B (sv) | 1986-10-06 |
| GB2024826A (en) | 1980-01-16 |
| FR2430424B1 (da) | 1985-04-12 |
| DK284679A (da) | 1980-01-07 |
| CH640863A5 (it) | 1984-01-31 |
| DE2925359C3 (de) | 1981-08-06 |
| DE2925359A1 (de) | 1980-01-24 |
| AT373264B (de) | 1984-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |