SU814280A3 - Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА - Google Patents

Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА Download PDF

Info

Publication number: SU814280A3
Authority: SU; USSR - Soviet Union
Prior art keywords: dimethyl; dichlorvos; chlorophos; yield; minutes
Prior art date: 1978-06-15

Application number

SU792775804A

Other languages

English (en)

Russian (ru)

Inventor

Следзиньски Богдан

Зерковски Здзислав

Свентославски Януш

Силовецки Анджей

Цеслак Марек

Original Assignee

Институт Пшемыслу Органичнэго (Фирма)

Priority date (The priority date 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 date listed.)

1978-06-15

Filing date

1979-06-13

Publication date

1981-03-15

1979-06-13 Application filed by Институт Пшемыслу Органичнэго (Фирма) filed Critical Институт Пшемыслу Органичнэго (Фирма)

1981-03-15 Application granted granted Critical

1981-03-15 Publication of SU814280A3 publication Critical patent/SU814280A3/ru

Links

238000000034 method Methods 0.000 title claims description 27
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
239000003960 organic solvent Substances 0.000 claims description 5
239000012736 aqueous medium Substances 0.000 claims description 3
239000003795 chemical substances by application Substances 0.000 claims description 3
SEHJHHHUIGULEI-UHFFFAOYSA-N 2-hydroxyethylphosphonic acid Chemical compound OCCP(O)(O)=O SEHJHHHUIGULEI-UHFFFAOYSA-N 0.000 claims 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
239000002917 insecticide Substances 0.000 claims 1
150000003839 salts Chemical group 0.000 claims 1
OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 23
229950001327 dichlorvos Drugs 0.000 description 21
229960001952 metrifonate Drugs 0.000 description 20
NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 20
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
239000003153 chemical reaction reagent Substances 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000007864 aqueous solution Substances 0.000 description 9
150000003512 tertiary amines Chemical class 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 6
150000003242 quaternary ammonium salts Chemical class 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
238000000354 decomposition reaction Methods 0.000 description 4
150000004677 hydrates Chemical class 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
-1 1-hydroxy-2,2,2-trichloroethyl-O Chemical group 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
150000001340 alkali metals Chemical class 0.000 description 3
150000004649 carbonic acid derivatives Chemical class 0.000 description 3
238000001816 cooling Methods 0.000 description 3
230000003301 hydrolyzing effect Effects 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000012044 organic layer Substances 0.000 description 3
239000012074 organic phase Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
239000003513 alkali Substances 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000007033 dehydrochlorination reaction Methods 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
RNYJXPUAFDFIQJ-UHFFFAOYSA-N hydron;octadecan-1-amine;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[NH3+] RNYJXPUAFDFIQJ-UHFFFAOYSA-N 0.000 description 2
239000010410 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
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
DEFAUEGKNXCISX-UHFFFAOYSA-N OP(O)(O)=O.COP(=O)(OC)OC=C(Cl)Cl Chemical compound OP(O)(O)=O.COP(=O)(OC)OC=C(Cl)Cl DEFAUEGKNXCISX-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
230000002411 adverse Effects 0.000 description 1
229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
150000008041 alkali metal carbonates Chemical class 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
238000010923 batch production Methods 0.000 description 1
CHQVQXZFZHACQQ-UHFFFAOYSA-M benzyl(triethyl)azanium;bromide Chemical compound [Br-].CC[N+](CC)(CC)CC1=CC=CC=C1 CHQVQXZFZHACQQ-UHFFFAOYSA-M 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
230000020335 dealkylation Effects 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
239000011521 glass Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
YHIXOVNFGQWPFW-UHFFFAOYSA-N octadecan-1-amine;hydrobromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[NH3+] YHIXOVNFGQWPFW-UHFFFAOYSA-N 0.000 description 1
239000003986 organophosphate insecticide Substances 0.000 description 1
150000002903 organophosphorus compounds Chemical class 0.000 description 1
230000010355 oscillation Effects 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000009774 resonance method Methods 0.000 description 1
230000035945 sensitivity Effects 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
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
230000009466 transformation Effects 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1

Landscapes

Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

SU792775804A 1978-06-15 1979-06-13 Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА SU814280A3 (ru)

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 (1)

Publication Number	Publication Date
SU814280A3 true SU814280A3 (ru)	1981-03-15

Family

ID=19989944

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SU792775804A SU814280A3 (ru)	1978-06-15	1979-06-13	Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА

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)

* Cited by examiner, † Cited by third party
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 SU SU792775804A patent/SU814280A3/ru active
- 1979-06-13 CS CS408979A patent/CS207796B2/cs unknown
- 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
CS207796B2 (cs)	1981-08-31
DD144264A5 (de)	1980-10-08
BG30328A3 (en)	1981-05-15
PL207639A1 (cs)	1980-01-14
PL121528B1 (en)	1982-05-31
HU176401B (hu)	1981-02-28

Publication	Publication Date	Title
US4327039A (en)	1982-04-27	Process for the production of 3-amino-1-hydroxypropane-1,1-diphosphonic acid
Bradley et al.	1950	676. The chloride ethoxides of zirconium
Fitzsimmons et al.	1964	338. Phosphorus-nitrogen compounds. Part VII. Alkoxy-and aryloxy-cyclophosphazenes
JPH05112586A (ja)	1993-05-07	Ｎ−アシルアミノメチルホスホン酸の製造法
Schuyten et al.	1947	Preparation of substituted acetoxy silanes
Fukuto et al.	1957	The isomerization of O, O-diethyl O-2-diethylaminoethyl phosphorothionate1
Burton et al.	1975	Cleavage of carboxylic acid esters to acid chlorides with dichlorotriphenylphosphorane
US3787486A (en)	1974-01-22	Preparation of haloethane phosphonic acids
SU814280A3 (ru)	1981-03-15	Способ получени 0,0-диметил- 0-2,2-диХлОРВиНилфОСфАТА
US3223514A (en)	1965-12-14	Process for the control of plant growth
US3325546A (en)	1967-06-13	Process for the preparation of detergent phosphine oxides
Reynolds et al.	1929	The Constitution of Triphenylsilicane and its Reaction with Sodium in Liquid AMMONIA1
GB2154588A (en)	1985-09-11	A process for preparation of N-phosphonomethyl glycine
EP0010799B1 (en)	1982-05-19	A process for the preparation of 3-azabicyclo(3.1.0)hexane derivatives and modifications thereof
US4521347A (en)	1985-06-04	Process for preparing chlorophenylphosphanes
Cox Jr et al.	1969	Carbonium ion formation in solvolysis of phosphate triesters
US4206141A (en)	1980-06-03	Process for preparation of di-substituted cyanamides using quaternary salt catalysis
US3642960A (en)	1972-02-15	Method of producing thiono- or dithio-phosphonic acid esters
GB1585935A (en)	1981-03-11	Preparation of monochloro and monocyano pinacolone
Emeléus et al.	1969	Preparation and reactions of mercury (II) bistrifluoromethylnitroxide
EP0509161B1 (en)	2001-10-17	Preparation of boronic acid derivatives
US4382897A (en)	1983-05-10	Process for the preparation of trifluoracetic acid derivatives
US3755457A (en)	1973-08-28	Preparation of tetrakis(alphahydroxyorgano)phosphonium acid salts from elemental phosphorus
US2678334A (en)	1954-05-11	Process for the preparation of bisisopropyl-amino-fluoro-phosphine oxide
US2802034A (en)	1957-08-06	Method for the preparation of perfluoroheptan-4-one and its hydrate