PL121528B1 - Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata - Google Patents
Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata Download PDFInfo
- Publication number
- PL121528B1 PL121528B1 PL20763978A PL20763978A PL121528B1 PL 121528 B1 PL121528 B1 PL 121528B1 PL 20763978 A PL20763978 A PL 20763978A PL 20763978 A PL20763978 A PL 20763978A PL 121528 B1 PL121528 B1 PL 121528B1
- Authority
- PL
- Poland
- Prior art keywords
- dimethyl
- dichlorvos
- hydroxy
- dichlorovinyl
- quaternary ammonium
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 5
- 238000000034 method Methods 0.000 claims description 28
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- -1 1-hydroxy-2,2,2-trichlorethyl-O Chemical group 0.000 claims description 11
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 150000003512 tertiary amines Chemical class 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 229950001327 dichlorvos Drugs 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 11
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 229960001952 metrifonate Drugs 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RSHZREURMJLLGP-UHFFFAOYSA-N P(O)(O)O.O=CC(Cl)(Cl)Cl Chemical compound P(O)(O)O.O=CC(Cl)(Cl)Cl RSHZREURMJLLGP-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 2
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 2
- MNRWIFMPVCLIDS-UHFFFAOYSA-N 2,2-dichloroethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C(Cl)Cl MNRWIFMPVCLIDS-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- JJEJDZONIFQNHG-UHFFFAOYSA-N [C+4].N Chemical compound [C+4].N JJEJDZONIFQNHG-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000006900 dealkylation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003986 organophosphate insecticide Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL20763978A PL121528B1 (en) | 1978-06-15 | 1978-06-15 | Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata |
| SU792775804A SU814280A3 (ru) | 1978-06-15 | 1979-06-13 | Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА |
| BG043933A BG30328A3 (en) | 1978-06-15 | 1979-06-13 | Method for obtaining of o, o- dimethyl- o, 2, 2- dichlorvinyl- phosphate |
| CS408979A CS207796B2 (cs) | 1978-06-15 | 1979-06-13 | Způsob výroby O,O-dimethyl-O-( 2,2-dichlorvinyl) -fosfátu |
| DD21362679A DD144264A5 (de) | 1978-06-15 | 1979-06-14 | Verfahren zur herstellung von #,#-dimethyl-#-2,2-dichlorvinylphosphat |
| HUII000302 HU176401B (hu) | 1978-06-15 | 1979-06-15 | Eljárás O,O-dimetil-O-2,2-diklór-viniI-foszfát előállítására |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL20763978A PL121528B1 (en) | 1978-06-15 | 1978-06-15 | Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL207639A1 PL207639A1 (cs) | 1980-01-14 |
| PL121528B1 true PL121528B1 (en) | 1982-05-31 |
Family
ID=19989944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL20763978A PL121528B1 (en) | 1978-06-15 | 1978-06-15 | Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata |
Country Status (6)
| Country | Link |
|---|---|
| BG (1) | BG30328A3 (cs) |
| CS (1) | CS207796B2 (cs) |
| DD (1) | DD144264A5 (cs) |
| HU (1) | HU176401B (cs) |
| PL (1) | PL121528B1 (cs) |
| SU (1) | SU814280A3 (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1064688C (zh) * | 1996-06-17 | 2001-04-18 | 北京清华紫光英力化工技术有限责任公司 | 敌敌畏生产新工艺 |
| FR2862650B1 (fr) * | 2003-11-24 | 2007-04-20 | Rhodia Cons Spec Ltd | Nouveaux dendrimeres a terminaisons monophosphoniques, leur procede de preparation et leur utilisation |
-
1978
- 1978-06-15 PL PL20763978A patent/PL121528B1/pl not_active IP Right Cessation
-
1979
- 1979-06-13 CS CS408979A patent/CS207796B2/cs unknown
- 1979-06-13 SU SU792775804A patent/SU814280A3/ru active
- 1979-06-13 BG BG043933A patent/BG30328A3/xx unknown
- 1979-06-14 DD DD21362679A patent/DD144264A5/de unknown
- 1979-06-15 HU HUII000302 patent/HU176401B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SU814280A3 (ru) | 1981-03-15 |
| BG30328A3 (en) | 1981-05-15 |
| CS207796B2 (cs) | 1981-08-31 |
| HU176401B (hu) | 1981-02-28 |
| PL207639A1 (cs) | 1980-01-14 |
| DD144264A5 (de) | 1980-10-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3632637A (en) | Hydroxyaryl-containing aminocarboxylic chelating agents | |
| Györi et al. | Preparation and properties of novel cyano and isocyano derivatives of borane and the tetrahydroborate anion | |
| JPS5925797B2 (ja) | １，３−ジ−アミノアレカン−１，１−ジホスホン酸 | |
| US4950757A (en) | Process for manufacture of melamine pyrophosphate | |
| PL121528B1 (en) | Process for preparing 0,0-dimethyl-0-2,2-dichlorovinyl phosphateosfata | |
| US4147715A (en) | Thiocarbamate preparation utilizing quaternary ammonium salt catalysts | |
| Harger | Preparation and characterisation of N-(diphenylphosphinoyl) hydroxylamine, and conversion into O-sulphonyl derivatives that undergo Lossen-like rearrangement | |
| DK149473B (da) | Fremgangsmaade til fremstilling af aminomethan-phosphonsyrer | |
| US3920738A (en) | Preparation of methane sulfonyl fluoride | |
| US3051757A (en) | Sulfone preparation process | |
| JPS60139627A (ja) | 水溶性ｖｉｃ‐ジオールの製造方法 | |
| US4206141A (en) | Process for preparation of di-substituted cyanamides using quaternary salt catalysis | |
| US4020129A (en) | Production of dithiophosphoric acid-O,O-diesters | |
| US3879389A (en) | Process for the preparation of 2,4,6-tris(alkanol-substituted amino)-s-triazines | |
| US3637799A (en) | Suspension medium for nitrilopolyacetonitrile | |
| CA1080739A (en) | N-(2-hydroxyalkyl) derivatives of n-phosphonomethylglycine for treatment of sugarcane | |
| JP3067786B2 (ja) | 有機過酸塩の製造方法 | |
| JPH01160952A (ja) | モノーまたはビス−ジチオカルバミン酸ないしは該酸の塩の製造法 | |
| US3164635A (en) | Process for preparing acyclic hydrazinium salts | |
| US3287359A (en) | Complex metal dichloro-cyanurates | |
| ES2562234T3 (es) | Proceso en un recipiente para producir 1,2-bencisoxazol-3-metanosulfonamida | |
| US3674795A (en) | Pyridyl xanthates | |
| US2580847A (en) | Thiouronium antimonyl catechol halides and methods of making the same | |
| SU771107A1 (ru) | Способ получени нитрилов кислот трехвалентного фосфора | |
| JPS6287595A (ja) | ホスホニウム化合物の合成方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Decisions on the lapse of the protection rights |
Effective date: 20120407 |