SU507246A3 - Способ получени эфиров фосфорных кислот - Google Patents
Способ получени эфиров фосфорных кислотInfo
- Publication number
- SU507246A3 SU507246A3 SU1956353A SU1956353A SU507246A3 SU 507246 A3 SU507246 A3 SU 507246A3 SU 1956353 A SU1956353 A SU 1956353A SU 1956353 A SU1956353 A SU 1956353A SU 507246 A3 SU507246 A3 SU 507246A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- alkyl
- branched
- hydrogen
- carbon atoms
- general formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 150000003014 phosphoric acid esters Chemical class 0.000 title claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000012433 hydrogen halide Substances 0.000 claims description 4
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004001 thioalkyl group Chemical group 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- -1 ester hydrochloride anhydrides Chemical class 0.000 description 7
- LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000741 silica gel Substances 0.000 description 4
- 229910002027 silica gel Inorganic materials 0.000 description 4
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 description 3
- VFMCUTPRJLZEEW-UHFFFAOYSA-N 4h-pyrido[1,2-a]pyrimidine Chemical compound C1=CC=CN2CC=CN=C21 VFMCUTPRJLZEEW-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- YSYSCJKUUFTREM-UHFFFAOYSA-N 6h-pyrimido[1,2-a]pyrimidine Chemical compound N1=CC=CN2CC=CN=C21 YSYSCJKUUFTREM-UHFFFAOYSA-N 0.000 description 1
- JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- PAZSAZYCZWMYHU-UHFFFAOYSA-N butanedioic acid;phosphoric acid Chemical class OP(O)(O)=O.OC(=O)CCC(O)=O PAZSAZYCZWMYHU-UHFFFAOYSA-N 0.000 description 1
- KMJJJTCKNZYTEY-UHFFFAOYSA-N chloro-diethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(Cl)(=S)OCC KMJJJTCKNZYTEY-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- SPQUPNFNFAQPOF-UHFFFAOYSA-L dipotassium;pyridine;carbonate Chemical compound [K+].[K+].[O-]C([O-])=O.C1=CC=NC=C1 SPQUPNFNFAQPOF-UHFFFAOYSA-L 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7232088A FR2198697B1 (enrdf_load_stackoverflow) | 1972-09-11 | 1972-09-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU507246A3 true SU507246A3 (ru) | 1976-03-15 |
Family
ID=9104093
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1956353A SU507246A3 (ru) | 1972-09-11 | 1973-09-10 | Способ получени эфиров фосфорных кислот |
| SU762329602A SU733504A3 (ru) | 1972-09-11 | 1976-03-04 | Инсектицидный состав |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762329602A SU733504A3 (ru) | 1972-09-11 | 1976-03-04 | Инсектицидный состав |
Country Status (20)
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2703712A1 (de) * | 1977-01-29 | 1978-08-03 | Bayer Ag | Substituierte pyrimidinon eckige klammer auf (di)-thio eckige klammer zu -phosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide |
| US4634690A (en) * | 1981-12-10 | 1987-01-06 | Uniroyal Chemical Company, Inc. | Substituted pyrimidinyl organophosphorus insecticides |
| US4472389A (en) * | 1981-12-10 | 1984-09-18 | Uniroyal, Inc. | Substituted pyrimidinyl organophosphorus insecticides |
| US4395551A (en) * | 1981-12-10 | 1983-07-26 | Uniroyal, Inc. | Pyridopyrimidinone compounds |
| JPS60125077U (ja) * | 1984-01-30 | 1985-08-23 | 織田 義男 | 釘打用支持具 |
| JP2532677Y2 (ja) * | 1991-03-13 | 1997-04-16 | 株式会社 日本バノック | 固縛具 |
| US5508281A (en) * | 1991-04-08 | 1996-04-16 | Duquesne University Of The Holy Ghost | Derivatives of pyrido [2,3-d] and [3,2-d] pyrimidine and methods of using these derivatives |
| US5939420A (en) * | 1991-04-08 | 1999-08-17 | Duquesne University Of The Holy Ghost | Pyrrolo 2,3d!derivatives |
| WO1992017478A1 (en) * | 1991-04-08 | 1992-10-15 | Duquesne University Of The Holy Ghost | 5-ALKYL-6-[[AMINO]METHYL]PYRIDO[2,3-d]PYRIMIDINE DERIVATIVES AND METHODS OF PREPARING AND USING THESE DERIVATIVES |
| US5877178A (en) * | 1991-04-08 | 1999-03-02 | Duquesne University Of The Holy Ghost | Pyrimidine derivatives and methods of making and using these derivatives |
| US5346900A (en) * | 1991-04-08 | 1994-09-13 | Duquesne University Of The Holy Ghost | 5-alkyl-6-[[amino]methyl]pyrido[2,3-D]pyrimidine derivatives and methods of using these derivatives |
| US6962920B2 (en) | 1992-09-23 | 2005-11-08 | Duquesne University Of The Holy Ghost | Pyrimidine derivatives and methods of making and using these derivatives |
| US6537999B2 (en) | 1996-06-06 | 2003-03-25 | Duquesne University Of The Holy Ghost | Pyrimidine derivatives and methods of making and using these derivatives |
| US6106033A (en) * | 1997-08-26 | 2000-08-22 | Ewald Witte Gmbh & Co. Kg | Catch-hook arrangement for a front hood or the like on motor vehicles |
| EP2861592B1 (en) * | 2012-06-19 | 2016-04-06 | Dow Global Technologies LLC | Heterocyclic antimicrobial compounds for use in water-containing systems |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1239695B (de) * | 1964-12-24 | 1967-05-03 | Bayer Ag | Verfahren zur Herstellung von Phosphor-, Phosphon-, Thionophosphor- oder Thiono-phosphonsaeureestern |
| BE788828A (fr) * | 1971-09-16 | 1973-03-14 | Roussel Uclaf | Nouveaux derives organophosphores heterocycliques et procede depreparation |
-
1972
- 1972-09-11 FR FR7232088A patent/FR2198697B1/fr not_active Expired
-
1973
- 1973-08-15 DD DD172908A patent/DD109316A5/xx unknown
- 1973-08-21 IL IL43034A patent/IL43034A/en unknown
- 1973-08-21 ZA ZA735709A patent/ZA735709B/xx unknown
- 1973-09-04 US US394078A patent/US3904624A/en not_active Expired - Lifetime
- 1973-09-10 BE BE135484A patent/BE804654A/xx not_active IP Right Cessation
- 1973-09-10 ES ES418627A patent/ES418627A1/es not_active Expired
- 1973-09-10 NL NL7312432A patent/NL7312432A/xx active Search and Examination
- 1973-09-10 YU YU2404/73A patent/YU36304B/xx unknown
- 1973-09-10 CH CH1293873A patent/CH575430A5/xx not_active IP Right Cessation
- 1973-09-10 IT IT52424/73A patent/IT1047946B/it active
- 1973-09-10 BR BR6999/73A patent/BR7306999D0/pt unknown
- 1973-09-10 SU SU1956353A patent/SU507246A3/ru active
- 1973-09-11 GB GB4259273A patent/GB1408718A/en not_active Expired
- 1973-09-11 OA OA55010A patent/OA04553A/xx unknown
- 1973-09-11 TR TR18108A patent/TR18108A/xx unknown
- 1973-09-11 JP JP10175773A patent/JPS5648481B2/ja not_active Expired
- 1973-09-11 DK DK497773AA patent/DK138899B/da unknown
- 1973-09-11 HU HURO749A patent/HU168852B/hu unknown
-
1976
- 1976-03-04 SU SU762329602A patent/SU733504A3/ru active
-
1980
- 1980-10-03 GT GT198065690A patent/GT198065690A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR7306999D0 (pt) | 1974-06-27 |
| ES418627A1 (es) | 1976-02-16 |
| DK138899B (da) | 1978-11-13 |
| DE2345762B2 (de) | 1977-04-21 |
| GB1408718A (en) | 1975-10-01 |
| BE804654A (fr) | 1974-03-11 |
| OA04553A (fr) | 1980-04-30 |
| DD109316A5 (enrdf_load_stackoverflow) | 1974-11-05 |
| SU733504A3 (ru) | 1980-05-05 |
| GT198065690A (es) | 1982-03-27 |
| DE2345762A1 (de) | 1974-03-21 |
| NL7312432A (enrdf_load_stackoverflow) | 1974-03-13 |
| JPS5648481B2 (enrdf_load_stackoverflow) | 1981-11-16 |
| FR2198697B1 (enrdf_load_stackoverflow) | 1975-09-12 |
| IL43034A (en) | 1976-05-31 |
| DK138899C (enrdf_load_stackoverflow) | 1979-04-23 |
| IT1047946B (it) | 1980-10-20 |
| HU168852B (enrdf_load_stackoverflow) | 1976-07-28 |
| YU240473A (en) | 1981-08-31 |
| JPS4992096A (enrdf_load_stackoverflow) | 1974-09-03 |
| US3904624A (en) | 1975-09-09 |
| IL43034A0 (en) | 1973-11-28 |
| CH575430A5 (enrdf_load_stackoverflow) | 1976-05-14 |
| TR18108A (tr) | 1976-09-30 |
| YU36304B (en) | 1982-06-18 |
| ZA735709B (en) | 1974-10-30 |
| FR2198697A1 (enrdf_load_stackoverflow) | 1974-04-05 |
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