TW346489B - Process for production of methanediphosphonic acid compound - Google Patents
Process for production of methanediphosphonic acid compoundInfo
- Publication number
- TW346489B TW346489B TW083101579A TW83101579A TW346489B TW 346489 B TW346489 B TW 346489B TW 083101579 A TW083101579 A TW 083101579A TW 83101579 A TW83101579 A TW 83101579A TW 346489 B TW346489 B TW 346489B
- Authority
- TW
- Taiwan
- Prior art keywords
- alkyl
- branched
- linear
- formula
- oxide
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- -1 methanediphosphonic acid compound Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 125000005915 C6-C14 aryl group Chemical group 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000005751 Copper oxide Substances 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- NBJIBSAUQOMIRS-UHFFFAOYSA-N O.C(CCC)[K] Chemical group O.C(CCC)[K] NBJIBSAUQOMIRS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 229910000431 copper oxide Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 239000011787 zinc oxide Substances 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3839—Polyphosphonic acids
- C07F9/3865—Polyphosphonic acids containing sulfur substituents
-
- 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
-
- 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4025—Esters of poly(thio)phosphonic acids
- C07F9/4043—Esters of poly(thio)phosphonic acids containing sulfur substituents
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Developing Agents For Electrophotography (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
A process for the production of methanediphosphonic acid compound represented by the following formula (I): (I) (in which, R1 is a pharmacologically allowable alkali metal, NR4 (R4 is hydrogen or linear or branched C1-C6-alkyl) represents amino, hydrogen atom or linear or branched C1-C6-alkyl which may be same or different, and R2 represents linear or branched C1-C6-alkyl or C5-C6-cycloalkyl, or C6-C14-aryl which is unsubstituted or substituted by a group selected from chlorine, C1-C6-alkyl, C1-C6-alkoxy, and C1-C6-alkylthio), which is characterized in : in the presence of an aromatic hydrocarbon solvent, such as benzene, xylene or toluene, and magnesium oxide, zinc oxide or copper oxide and tertiary butyl potassium oxide, reacting a tetraalkyldiphosphonate of the formula (V) (V) (in which R^1 may be same or different, and is a straight or branched C1-C6-alkyl) with a dialkyldithio ether or diaryldithio ether of the formula (III) R2-S-S-R2 (III) (in which R2 is defined in the above) at reaction temperatures of room temperature to the boiling point of the solvent, at a normal pressure for 1~5 hours.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3683293 | 1993-02-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW346489B true TW346489B (en) | 1998-12-01 |
Family
ID=12480724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW083101579A TW346489B (en) | 1993-02-25 | 1994-02-24 | Process for production of methanediphosphonic acid compound |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JP2546067B2 (en) |
| KR (1) | KR950701338A (en) |
| CN (1) | CN1038033C (en) |
| AU (1) | AU674059B2 (en) |
| FI (1) | FI944998A (en) |
| TW (1) | TW346489B (en) |
| WO (1) | WO1994019359A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2174435A1 (en) * | 1994-08-24 | 1996-02-29 | Norio Kawabe | Process for production of methanediphosphonic acid |
| JP5655179B2 (en) * | 2008-09-03 | 2015-01-21 | 国立大学法人東北大学 | [4- (Methylthio) phenylthio] methanebisphosphonic acid or a pharmaceutically acceptable salt thereof as an active ingredient |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2531088B1 (en) * | 1982-07-29 | 1987-08-28 | Sanofi Sa | ANTI-INFLAMMATORY PRODUCTS DERIVED FROM METHYLENEDIPHOSPHONIC ACID AND THEIR PREPARATION METHOD |
| CH675422A5 (en) * | 1988-03-31 | 1990-09-28 | Symphar Sa | |
| JPH0377894A (en) * | 1989-08-18 | 1991-04-03 | Toray Ind Inc | Methylene diphosphonic acid compound |
-
1994
- 1994-02-23 JP JP6518824A patent/JP2546067B2/en not_active Expired - Fee Related
- 1994-02-23 KR KR1019940703838A patent/KR950701338A/en not_active IP Right Cessation
- 1994-02-23 WO PCT/JP1994/000283 patent/WO1994019359A1/en active Application Filing
- 1994-02-23 CN CN94190078A patent/CN1038033C/en not_active Expired - Fee Related
- 1994-02-23 AU AU61150/94A patent/AU674059B2/en not_active Ceased
- 1994-02-24 TW TW083101579A patent/TW346489B/en active
- 1994-10-24 FI FI944998A patent/FI944998A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU6115094A (en) | 1994-09-14 |
| CN1102750A (en) | 1995-05-17 |
| JP2546067B2 (en) | 1996-10-23 |
| CN1038033C (en) | 1998-04-15 |
| FI944998A0 (en) | 1994-10-24 |
| WO1994019359A1 (en) | 1994-09-01 |
| AU674059B2 (en) | 1996-12-05 |
| FI944998A (en) | 1994-10-24 |
| KR950701338A (en) | 1995-03-23 |
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