CS239420B1 - A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate - Google Patents
A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate Download PDFInfo
- Publication number
- CS239420B1 CS239420B1 CS842407A CS240784A CS239420B1 CS 239420 B1 CS239420 B1 CS 239420B1 CS 842407 A CS842407 A CS 842407A CS 240784 A CS240784 A CS 240784A CS 239420 B1 CS239420 B1 CS 239420B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- methyl
- dimethyl
- nitrophenyl
- thiophosphate
- water
- Prior art date
Links
Abstract
Vynález rieSi čistenie 0,0-dimetyl-0- -(3-metyl-4-nÍtrofenyl) tiorosfátu extrakciou s vodným roztokom NaOH a/alebo NagCO^ pričom na ich přípravu sa použije voda získaná po oddestilovaní aromatického uhlovodíka od 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, ktorá neobsahuje vápenaté a horečnaté soli, ktoré by sa vyzréžali s NagCOj a/alebo NaOH. Vynález nájde uplatnenie pri výrobě Q,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, ktorý sa používá ako insekticid.The invention provides for the purification of O,O-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate by extraction with an aqueous solution of NaOH and/or Na2CO3, whereby water obtained after distillation of the aromatic hydrocarbon from O,O-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate is used for their preparation, which does not contain calcium and magnesium salts that would precipitate with Na2CO3 and/or NaOH. The invention finds application in the production of O,O-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate, which is used as an insecticide.
Description
(54, Spósob čistenia 0,0-dimetyl-073-metyl-4-nitrofenyl/tiofosfátu(54, Method for the purification of 0,0-dimethyl-073-methyl-4-nitrophenyl/thiophosphate
Vynález rieSi čistenie 0,0-dimetyl-0-(3-metyl-4-nÍtrofenyl) tiorosfátu extrakciou s vodným roztokom NaOH a/alebo NagCO^ pričom na ich přípravu sa použije voda získaná po oddestilovaní aromatického uhlovodíka od 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, ktorá neobsahuje vápenaté a horečnaté soli, ktoré by sa vyzréžali s NagCOj a/alebo NaOH.The invention solves the purification of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate by extraction with an aqueous solution of NaOH and/or NaCO^, while for their preparation water obtained after the distillation of the aromatic hydrocarbon from 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate is used, which does not contain calcium and magnesium salts that would precipitate with NaCO and/or NaOH.
Vynález nájde uplatnenie pri výrobě Q,0-dimetyl-0-(3-metyl-4-ni trof enyl)t i ofosfátu, ktorý sa používá ako insekticid.The invention finds application in the production of Q,O-dimethyl-O-(3-methyl-4-nitrophenyl)isophosphate, which is used as an insecticide.
'239420'239420
Vynález sa týká extrakcie 3-metyl-4-nitrofenolu z 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu.The invention relates to the extraction of 3-methyl-4-nitrophenol from 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate.
0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfát sa používá ako účinný insekticid.0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate is used as an effective insecticide.
Je omnoho menej jedovatý pre teplokrvné živočichy ako 0,0-dimetyl-0-(4-nitrofenyl)tiofosfét. Najčastejšie sa 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfát připravuje reakciou 0,0-dimetylchlórtiofosfétu s 3-metyl-4-nitrofenolom.It is much less toxic to warm-blooded animals than 0,0-dimethyl-0-(4-nitrophenyl)thiophosphate. Most often, 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate is prepared by reacting 0,0-dimethylchlorothiophosphate with 3-methyl-4-nitrophenol.
Příprava v přítomnosti kyseliny viažueáho činidla, alebo v přítomnosti médi je poplsaná napr. v brit. pat. 670030 a v NSR pat. 814297. Franc. pat. 12564,7 popisuje přípravu 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu tak, Se sa k zmesi 3-metyl-4-nitrofenolu, KjCO^ 8 P^áškovej zmesi v toluénovom prostředí přidává 0,0-dimetylchlórtiofosfát.The preparation in the presence of an acid binding agent, or in the presence of copper, is described, for example, in British Pat. 670030 and in German Pat. 814297. French Pat. 12564.7 describes the preparation of O,0-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate by adding O,0-dimethylchlorothiophosphate to a mixture of 3-methyl-4-nitrophenol, K2CO3, and P2O5 in a toluene medium.
Franc. pat. ,272685 pouSlva ako reakčná prostředíe chlórbenzén. Kondenzácia 0,0-dimetylchlórtiofosfátu s 3-mety1-4-nitrofenolom v bezvodom acetone, metyletylketóne za přítomnosti Na2CO3 pri teplote refluxu popisuje USA pat. 2520393, brit. pat. 644610, franc. pat. 957803. Přípravu 0,0-dialkyl-0-(4-nitrofenyl)tiofosfátu reakciou 0,0-dialkylehlórtiofosfátu s 4-nitrofenolátom sodným v chlórbenzénovom, etanolickom, připadne vodnom prostředí popisuje Flelsoher J. Am. Chem. Soc. 70 3 943 (1948).French heel ,272685 using chlorobenzene as a reaction medium. Condensation of 0,0-dimethylchlorothiophosphate with 3-methyl-4-nitrophenol in anhydrous acetone, methyl ethyl ketone in the presence of Na 2 CO 3 at reflux temperature is described in US Pat. 2520393, Brit. heel 644610, franc. heel 957803. The preparation of 0,0-dialkyl-0-(4-nitrophenyl)thiophosphate by the reaction of 0,0-dialkylchlorothiophosphate with sodium 4-nitrophenolate in a chlorobenzene, ethanolic or aqueous environment is described by Felsoher J. Am. Chem. Soc. 70 3943 (1948).
Příprava 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)llofosfátu reakciou 0,0-dimetylchlórtiofosfálu s 3-metyl-4-nitrofenolom je poplsaná v Schultz Beriehte deutschen Chem. Oesellschaft, 4 322. Výrobu 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu reakciou 0,0-dimetylchlórtiofosfálu s 3-metyl-4-nitrofenolátom sodným alebo 3-mety1-4-nitrofenolom v přítomnosti kyseliny viašueáho činidla popisuje čs. patent 89,24.The preparation of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)llophosphate by the reaction of 0,0-dimethylchlorothiophosphate with 3-methyl-4-nitrophenol is reported in Schultz Beriehte deutschen Chem. Oesellschaft, 4 322. The production of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate by the reaction of 0,0-dimethylchlorothiophosphate with sodium 3-methyl-4-nitrophenolate or 3-methyl-4-nitrophenol in the presence of the acid of the reagent is described in MS. patent 89.24.
Insekticídny prípravok 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfát a spdsob jeho výroby reakciou 0,0-dimetyl chlórtiofosfátu s 3-metyl-4-nitrofenolom, alebo jeho alkalior kou 8ol'ou je popísaný v jap. patentoch 28075 (1959) a 3054, (1959), v NSR pat. 1116790,The insecticidal preparation 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate and the process of its production by the reaction of 0,0-dimethyl chlorothiophosphate with 3-methyl-4-nitrophenol or its alkali 8ol is described in Jap. patents 28075 (1959) and 3054, (1959), in NSR pat. 1116790,
USA pat. 3091565.U.S. Pat. 3091565.
čistenie organofosforových pesticldov obecného vzorcapurification of organophosphorus pesticides of the general formula
X kde R, a R2 je alkyl s 1 až 4 atornami C, X je O alebo S a R3'je aryl, připadne aryl substituovaný s alkylom, halogénmi a/alebo nitroskupinou, pričom sa nečistoty oddestllujú vodnou parou, popisuje čs. patent 129591. Přípravu O,O-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu podle čs. pat. 89124 a 129591, pričom sa popisuje ča* AO 211804.X where R, and R 2 is alkyl with 1 to 4 C atoms, X is O or S and R 3 ' is aryl, or aryl substituted with alkyl, halogens and/or a nitro group, while impurities are distilled off with steam, described in ch. patent 129591. Preparation of O,O-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate according to MS. heel 89124 and 129591, describing ča* AO 211804.
Pri extrakcii 3-mety1-4-nltrofenolu z technického 0,0-dimetyl-0-(3-metyl-4-nltrofenyl)tiofosfátu sa najčastejšie používajú vodné roztoky Na2CO3 a/alebo NaOH. Používajú sa v koncentrácil pod 3 % hmot. Pri leh priprave sa používá přlemyselná voda, pričom NagCO^ a/alebo NaOH reaguje s vápenatými, alebo horečnatými solami, ktoré aa vyzrážajú.In the extraction of 3-methyl-4-nitrophenol from technical 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate, aqueous solutions of Na 2 CO 3 and/or NaOH are most often used. They are used in concentrations below 3% by mass. During preparation, industrial water is used, while NagCO^ and/or NaOH reacts with calcium or magnesium salts, which precipitate aa.
Vyzrážané soli možno popísať následovným! rovnicemi:Precipitated salts can be described as follows! by equations:
CaCO3 + 2 NaďCaCO 3 + 2 Nad
CaCO^ + NagSO^CaCO^ + NaSO^
Mg(OH)2 + 2NaCl Mg(0H)2 + Na2SO4 CaCO3 + Na2CO3 + 2H20 Mg(0H)2 + 2Na2C03 + 2H2OMg(OH) 2 + 2NaCl Mg(0H) 2 + Na 2 SO 4 CaCO 3 + Na 2 CO 3 + 2H 2 0 Mg(0H) 2 + 2Na 2 C0 3 + 2H 2 O
Po extrakcii ostávajú vačšinou na rozhraní kvapalných vrstiev, kde spolu s 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátom vytvárajú tzv. medzivrstvu, ktorá ak sa oddělí spolu s 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátom ich znečisťujú, alebo sa oddělí samostatné, pričom vyzrážané vápenatá, alebo horečnaté soli sa musia z nej oddělit napr. filtráciou a pod.After extraction, they mostly remain at the interface of the liquid layers, where, together with 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate, they form a so-called intermediate layer, which, if separated together with 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate, pollutes them, or is separated separately, while the precipitated calcium or magnesium salts must be separated from it, e.g. filtration etc.
Pri oddestilovanl s vodnou parou vodonerozpustného rozpúšťadla použitého pri výrobě 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tlofosfátu, po kondenzácii pér rozpúšťadla a vody a naeledovnom oddělení vody od vodonerozpustného rozpúšťadla sa získá prakticky len voda, ktorá je nasýtená iba vodonerozpustným rozpúšťadlom.When the water-insoluble solvent used in the production of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thophosphate is distilled off with steam, after the condensation of the solvent and water vapors and the separation of the water from the water-insoluble solvent on ice, practically only water is obtained, which is saturated only with the water-insoluble solvent.
Časť skondenzovanej vody sa dostane do produktu 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, od ktorého sa oddělí. Získaná voda je prakticky vydestilovaná voda nasýtená s 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfétom a obsahujúca stopy 3-metyl-4-nitrofenolu a vodonerozpustného rozpúéťadla.Part of the condensed water gets into the 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate product, from which it is separated. The water obtained is practically distilled water saturated with 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate and containing traces of 3-methyl-4-nitrophenol and a water-insoluble solvent.
Voda po oddělení od oboch vodonerozpustných zložiek sa nevyužívá a vypúšťa sa do kanalizácie ako odpadová voda. Vyššie uvedené nedostatky sú odstránené spčsobom čistenia 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, ktorého podstata spočívá v tom, že sa 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfát připravený kondenzáclou 0,O-dimetylchlórtiofosfátu β 3-metyl-4-nitrofenolátom sodným, a/alebo 3-metyl-4-nltrofenolom v prostředí vodonerozpustného rozpúéťadla v přítomnosti chlorovodík viažucého činidla, pričom sa po . ukončení kondenzácle oddělí vodonerozpustné rozpúšťadlo od reakčnej zmesi s vodnou parou.Water after separation from both water-insoluble components is not used and is discharged into the sewer as waste water. The above-mentioned shortcomings are eliminated by the method of purification of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate, the essence of which is that 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate prepared by condensation of 0,O-dimethylchlorothiophosphate β with sodium 3-methyl-4-nitrophenolate and/or 3-methyl-4-nitrophenol in the environment of a water-insoluble solvent in the presence of a hydrogen chloride binding agent, while after . the termination of the condenser separates the water-insoluble solvent from the reaction mixture with water vapor.
Voda sa od vodonerozpustného rozpúéťadla po skondenzovaní pár oddělí. Od získaného 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu sa oddělí skondenzovaná voda. Z 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)-tiofosfátu sa extrahuje nezreagovaný 3-metyl-4-nitrofenol vodnými roztokmi NaOH a/alebo Na2CO3 sa použije voda získaná po destilácii vodonerozpustného rozpúéťadla od 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu s vodnou parou.The water is separated from the water-insoluble solvent after the vapor has condensed. Condensed water is separated from the obtained 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate. Unreacted 3-methyl-4-nitrophenol is extracted from 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)-thiophosphate with aqueous solutions of NaOH and/or Na 2 CO 3 and water obtained after distillation of the water-insoluble solvent from 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate with steam is used.
Výhodou spflsobu čistenia 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu podl’a vynálezu je, že sa získá produkt, ktorý neobsahuje nerozpustné soli uhličitanu vápenatého a hydroxidu horečnatého. Vylúči sa následné odstraňovanie nerozpustných solí, čím sa odstráni pracná technologická operácia, ktorá prakticky vždy spčsobuje stratu 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)t iofo sfátu.The advantage of the method of purification of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate according to the invention is that a product is obtained that does not contain insoluble salts of calcium carbonate and magnesium hydroxide. The subsequent removal of insoluble salts is excluded, thereby eliminating a laborious technological operation which practically always causes the loss of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate.
Postupom podl’a vynálezu sa zvýši výťažok a získá sa kvalitnější produkt. Súčasne sa využije odpadná voda z výroby 0,0-dimetyl-0-£3-metyl-4-nitrofenyl)tiofosfátu, ktorá sa doteraz nevyužívá a odtéká do odpadných včd. Výhodné sa využívá voda, ktorá je nasýtená s 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátom, čím sa znižujú jeho straty pri extrakci!. Použitím prakticky destilovanej vody sa urýchli příprava vodných roztokov uhličitanu sodnéhoThe process according to the invention increases the yield and gives a better quality product. At the same time, waste water from the production of 0,0-dimethyl-0-£3-methyl-4-nitrophenyl)thiophosphate will be used, which has not been used so far and flows into waste facilities. It is preferable to use water that is saturated with 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate, thereby reducing its losses during extraction!. The use of practically distilled water speeds up the preparation of aqueous solutions of sodium carbonate
Příklad 1Example 1
Do kotlíke sa nadávkovalo 2 250 ml toluénu, 410 g sodnej soli 3-metyl-4-nitrofenolu obsahujúcej 65,1 % hmot· 3-metyl-4-nitrofenolu. Potom sa k zmesi přidalo .50 g KgCO^ a 1 000 ml 30,1/%-náho toluánováho roztoku 0,0-dimetylchlórtiofosfátu. Kondenzácie přeli lehala pri 90 až 95 °C počas 4 hodin. Toluánový roztok 0,0-dimetyl-0-(3-motyl-4-nltrofenyDtlofoafátu sa oddělil od nezreagovaných tuhých látok filtráciou a následné sa s vodnoú parou na kolóne oddestiloval toluán. Po skondenzovaní pár sa toluán oddělil od vody, ktorej bolo 5 100 ml a ktorá obsahovala 520 mg/1 toluánu. 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tlofosfát sa oddělil od skondenzovanej vody, ktorej bolo 160 ml a ktorá obsahovala 27 mg/1 3-metyl-4-nitrofenolu.2,250 ml of toluene, 410 g of sodium salt of 3-methyl-4-nitrophenol containing 65.1% by weight of 3-methyl-4-nitrophenol were dosed into the kettle. 50 g of KgCO 3 and 1000 ml of a 30.1% toluene solution of 0.0-dimethylchlorothiophosphate were then added to the mixture. Condensation was carried out at 90-95°C for 4 hours. A toluene solution of 0,0-dimethyl-0-(3-mothyl-4-nitrophenydithiophosphate) was separated from unreacted solids by filtration, and then toluene was distilled off with steam on a column. After condensing the steam, the toluene was separated from water, which was 5100 ml and which contained 520 mg/1 toluene. The 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate was separated from the condensed water, which was 160 ml and which contained 27 mg/l of 3-methyl-4-nitrophenol.
Zo získaného 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)-tiofosfátu, ktorý obsahoval 91,4 % 0,0-diaetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu a 3,4 % hmot. 3-metyl-4-nitrofenolu sa zobralo 200 ml, ktorá sa extrahovali 2 rázy s 400 ml 1,5% hmot. vodným roztokom NagCO^ po dobu 4 hod. s následnou sedimentáciou 2 hod. Po 2 stupni extrakcle sa získalo 398 ml vodného roztoku s obsahom 0,63 % hmot. 3-mety1-4-nitrofenolu. Vrstva 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu, ktorej bolo 195 ml a 4,2 ml klkovitej medzivrstvy 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofOsfátu, ktorý bol znečistěný anorganickými soTami.From the obtained 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)-thiophosphate, which contained 91.4% of 0,0-diethyl-0-(3-methyl-4-nitrophenyl)thiophosphate and 3.4% by mass. 200 ml of 3-methyl-4-nitrophenol was taken, which was extracted twice with 400 ml of 1.5% by weight. with an aqueous solution of NagCO^ for 4 hours followed by sedimentation for 2 hours. After 2 stages of extraction, 398 ml of an aqueous solution with a content of 0.63% by mass was obtained. of 3-methyl-4-nitrophenol. A layer of 0,0-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate which was 195 ml and 4.2 ml of a villous intermediate layer of 0,0-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate which was contaminated with inorganic salts.
Příklad 2Example 2
Postupovalo sa podXa přikladu 1 s tým rozdielom, že na přípravu vodných roztokov sa použila voda po odděleni toluánu a po oddělení 0,0-diraetyl-0-(3-metyl-4-nitrofenyl)tlofosfátu po destiláeii a vodnoú parou. Po druhom stupni extrakcie sa získalo 398 ml vodného roztoku s obsahom 0,71 % hmot. 3-metyl-4-nitrofenolu, 199 ml 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu a 0,4 ml medzivrstvy znečistěného 0,0-dlmetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu.The procedure was as in Example 1, with the difference that for the preparation of aqueous solutions, water was used after separation of toluene and after separation of 0,0-diraethyl-0-(3-methyl-4-nitrophenyl)chlorophosphate after distillation and steam. After the second stage of extraction, 398 ml of an aqueous solution with a content of 0.71% by mass was obtained. 3-methyl-4-nitrophenol, 199 ml of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate and 0.4 ml of the impure intermediate layer of 0,0-dlmethyl-0-(3-methyl-4-nitrophenyl)thiophosphate.
Příklad 3Example 3
Postupovalo sa podlá přikladu 2 s tým rozdielom, že sa aiesto vodného roztoku Na2C0j použil vodný roztok o koncentrácii 0,8 % hmot. NaOH. Po druhom extrakčnom stupni sa získalo 399 al vodného roztoku a obsahom 0,42 % hmot. 3-metyl-4-nitrofenolu, 199 ml 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofoafátu a 0,5 ml medzivrstvy znečistěného 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu.The procedure was according to example 2, with the difference that instead of an aqueous Na 2 CO solution, an aqueous solution with a concentration of 0.8% by mass was used. NaOH. After the second extraction step, 399 al of an aqueous solution with a content of 0.42% by mass was obtained. 3-methyl-4-nitrophenol, 199 ml of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate and 0.5 ml of the impure intermediate layer of 0,0-dimethyl-0-(3-methyl-4-nitrophenyl)thiophosphate.
Vynález možno využit pri prlprave 0,0-dimetyl-0-(3-metyl-4-nitrofenyl)tiofosfátu.The invention can be used in the preparation of O,O-dimethyl-O-(3-methyl-4-nitrophenyl)thiophosphate.
Zlska sa kvalltnojSi výrobok bez obsahu nerozpustných anorganických solí. Postup jo ekonoaickejSÍ ako doteraz známy spOsob a nevyžaduje si prakticky žladne náklady. Možno pri jeho aplikácii použiť doterajžie zariadenie.Zlska sa kvalltnojSi product without the content of insoluble inorganic salts. The procedure is more economical than the previously known method and does not require practically huge costs. It is possible to use existing equipment for its application.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS842407A CS239420B1 (en) | 1984-03-30 | 1984-03-30 | A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS842407A CS239420B1 (en) | 1984-03-30 | 1984-03-30 | A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS240784A1 CS240784A1 (en) | 1985-06-13 |
| CS239420B1 true CS239420B1 (en) | 1986-01-16 |
Family
ID=5361149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS842407A CS239420B1 (en) | 1984-03-30 | 1984-03-30 | A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS239420B1 (en) |
-
1984
- 1984-03-30 CS CS842407A patent/CS239420B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS240784A1 (en) | 1985-06-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1190562A (en) | Process for the preparation of sulfonated aryl phosphines | |
| US4053564A (en) | Extraction process for purification of phosphoric acid | |
| CS239420B1 (en) | A method of purifying O, O-dimethyl-073-methyl-4-nitrophenyl / thiophosphate | |
| Orloff et al. | The Synthesis of Alkyl Aryl Phosphates from Aryl Phosphorochloridates. I. The Sodium Alkoxide Route1 | |
| CA1105672A (en) | Process for preparing phosphate products | |
| US4705894A (en) | Process for recovery of organic acids from aqueous solutions | |
| Hartley et al. | Studies on commercial octamethylpyrophosphoramide (Schradan). I.—Composition and analysis | |
| NO156685B (en) | PROCEDURE FOR SEPARATING CADMIUM AND MERCURY OIL COMPOUNDS FROM RAA PHOSPHORIC ACID. | |
| US4034023A (en) | Process for preparing mixed phosphate ester compositions | |
| US4237005A (en) | Method of breaking oil-in-water emulsions | |
| US1837176A (en) | Process of manufacturing triaryl phosphates | |
| US4676963A (en) | Manufacture of sodium tripolyphosphate from wet acid | |
| Frank et al. | Displacement of tertiary phosphines from methylolphosphonium salts by tributylphosphine | |
| US3098866A (en) | Process for decolorizing and purifying omicron, omicron-dialkylthiophosphoryl chlorides and thiohosphate condensates formed therefrom | |
| US4836956A (en) | Extraction of polyvalent metals with organodiphosphonic acids | |
| JPH0129195B2 (en) | ||
| US4247490A (en) | Process for the purification of dialkylphosphorochloridothioates | |
| JPS5839836B2 (en) | Method for producing high purity water-soluble 0,0-dialkyl dithiophosphate | |
| US4818774A (en) | Organophosphorus compounds | |
| USRE31629E (en) | Extraction process for purification of phosphoric acid | |
| CA1307492C (en) | Gas and alcohol recovery process | |
| CS239419B1 (en) | Method of production (I.O-dimethyl-O-ZS-methyl-A-nitrophenyl / thiophosphate | |
| Frank | Condensation of Tetrakis (hydroxymethyl) phosphonium Sulfates and Sulfonates with 1, 3-Dimethylurea | |
| US4489004A (en) | Process for forming vanadium phosphorodithioate compounds | |
| RU2067583C1 (en) | Process for preparing alkylphosphonic acid dialkyl esters |