SU367112A1 - METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids - Google Patents

METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids

Info

Publication number
SU367112A1
SU367112A1 SU1627258A SU1627258A SU367112A1 SU 367112 A1 SU367112 A1 SU 367112A1 SU 1627258 A SU1627258 A SU 1627258A SU 1627258 A SU1627258 A SU 1627258A SU 367112 A1 SU367112 A1 SU 367112A1
Authority
SU
USSR - Soviet Union
Prior art keywords
alkyl
aryl
ethyroamides
obtaining
thiophosphonic acids
Prior art date
Application number
SU1627258A
Other languages
Russian (ru)
Inventor
Э. А. Эррэ Ф. М. Харрасова Г. Камай
ПАТ ХНН Казанский химико технологический институт С. М. Кирова ВЛЦО ЕНЛ СОЮЗНАЯ
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.)
Filing date
Publication date
Application filed filed Critical
Priority to SU1627258A priority Critical patent/SU367112A1/en
Application granted granted Critical
Publication of SU367112A1 publication Critical patent/SU367112A1/en

Links

Description

1one

Изобретение относитс  к области синтеза фосфорорганических соединений, которые представл ют значительный интерес в качестве пестицидных препаратов.The invention relates to the field of the synthesis of organophosphorus compounds, which are of considerable interest as pesticidal preparations.

Известно, что замена в фосфатах атома кислорода на атом серы приводит к значительному уменьшению токсичности соединени  без существенного изменени  пестицидных свойств.It is known that the replacement of an oxygen atom by a sulfur atom in phosphates leads to a significant decrease in the toxicity of the compound without a significant change in the pesticidal properties.

Производные алкил- и арилфосфоновых кислот изучены в этом отношении мало.The derivatives of alkyl and arylphosphonic acids are little studied in this respect.

Известен способ получени  эфироамидов тиофосфоновых кислот взаимодействием эфирохлоралгмдрпдСВ алк;;лтиофосфо;ю1 ы. кислот с аминами в среде органического растворител .A known method for the preparation of thiophosphonic acid esters of amide by the interaction of ethereal chloroalgmdrpdSV alk ;; lothophospho; y1 s. acids with amines in the environment of an organic solvent.

Эти хлорангидриды не всегда  вл ютс  доступными соединени ми, так как в услови х очистки перегонкой претерпевают полишнденсацию с отщеплением хлористого алкила.These acid chlorides are not always available compounds, as under conditions of purification by distillation they undergo polysdensation with the elimination of alkyl chloride.

Также известен синтез амидов диалкилфосфорных кислот по реакции Аттертона и Тодда , основанной на взаимодействии дпалкилфосфитов с в среде четыреххлористого углерода.Also known is the synthesis of dialkyl phosphoric acid amides by the reaction of Atterton and Todd, based on the interaction of dipalkyl phosphites with in carbon tetrachloride.

С целью упрощени  способа и расщирени  ассорти.мента конечных продуктов предлагаетс  метод синтеза эфироамидов алкил (арил) тиофосфоновых кислот взаимодействием легкодоступных кислых алкиловых эфиров алкил In order to simplify the process and expand the assortment of the final products, a method for the synthesis of alkyl (aryl) thiophosphonic acid esters of amide by the interaction of readily available acid alkyl esters of alkyl is proposed.

(арил)тиофосфонистых кислот с аминами в среде органического растворител , например четыреххлористого углерода. Реакци  проходит по схеме(aryl) thiophosphonous acids with amines in an environment of an organic solvent, for example carbon tetrachloride. The reaction proceeds according to the scheme

RP (S)(OR) Н + 2R2NH -f (S)(OR) NR2 -I- RoNH-HCl-f CHCU где R - алкил или арил; Rи R - алкил.RP (S) (OR) H + 2R2NH -f (S) (OR) NR2-I-RoNH-HCl-f CHCU where R is alkyl or aryl; R and R are alkyl.

Пример 1. Изопропиламид н-пропилового эфира этилтиофосфоновой кислоты.Example 1. Isopropylamide n-propyl ester of ethylthiophosphonic acid.

К -ргсгзору 8 г (0,0526 г-.го.-/) х ;слогоK-rigsgzor 8 g (0.0526 g-.go .- /) x;

и-upon и левого эфира ЭТНЛТ1:Оф;ч1:}ЗНИСТОНand-upon and the left ether ETNLT1: Of; ch1:} ZNISTON

кислоты в 50 М.1 четыреххлорпстого углерода при охлаждении льдом и псрем иглвании прибавл ют 7 г (0,119 г-.мо.гь изог.ропилампна в течение 30 мин. На другой .тень осадок .хлоргндрата изопропилам1П1а он Acids in 50 M.1 of carbon tetrachloride add 7 g (0.119 g —mo.i. of isogropyllampnum within 30 minutes) under ice-cooling and needle-feeding over 30 minutes. On the other. Shade of chlorophosphate isopropyl

льтровыоают . Из фильтрата после уиариБ, ;1  и иереrojiKH в вакууме получают 8,6 г (72.8%) изо О/.ltro 8.6 g (72.8%) of iso O / are obtained from the filtrate after baterium,; 1 and hierojiKH in vacuum.

Эфира этилтпопропиламида п-пропилового фосфоновой кислоты. ст.; 1,4808,Ethyl ethyl propyl amide of p-propyl phosphonic acid. v .; 1.4808,

Т. кип. 79--80Т/1 мм рт. elf 0,9980. T. Kip. 79--80T / 1 mmHg elf 0.9980.

С 46,20; Н 9,50; Р 15,07; N6,64. Найдено, % CsHaoNOPSFrom 46.20; H 9.50; P 15.07; N6.64. Found,% CsHaoNOPS

С 45,91; Н 9,63; Р 14,80,C 45.91; H 9.63; R 14.80,

Вычислено. N 6,69.Calculated. N 6.69.

SU1627258A 1971-03-01 1971-03-01 METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids SU367112A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SU1627258A SU367112A1 (en) 1971-03-01 1971-03-01 METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU1627258A SU367112A1 (en) 1971-03-01 1971-03-01 METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids

Publications (1)

Publication Number Publication Date
SU367112A1 true SU367112A1 (en) 1973-01-23

Family

ID=20467235

Family Applications (1)

Application Number Title Priority Date Filing Date
SU1627258A SU367112A1 (en) 1971-03-01 1971-03-01 METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids

Country Status (1)

Country Link
SU (1) SU367112A1 (en)

Similar Documents

Publication Publication Date Title
Zwierzak Cyclic organophosphorus compounds. I. Synthesis and infrared spectral studies of cyclic hydrogen phosphites and thiophosphites
McIvor et al. Preparation and toxicity of some alkyl thiopyrophosphates
US2632018A (en) Halogen-containing phosphorus acids and esters
ATE114662T1 (en) PROCESS FOR THE PREPARATION OF ALKYLPHOSPHONIC DIESTERS AND/OR DIALKYLPHOSPHONIC ESTERS.
SU367112A1 (en) METHOD OF OBTAINING ETHYROAMIDES ALKYL (Aryl) thiophosphonic acids
US2690451A (en) Method for preparation of sulfur-containing esters of phosphoric acid
Zimin et al. REACTIONS OF DIALKYL DITHIOPHOSPHORIC AND DIPHENYLDITHIOPHOSPHINIC ACIDS WITH THIOCYANATES
GB925991A (en) Addition products of trivalent organic phosphorus compounds with carbonyl compounds
US2923730A (en) Dithiophosphoric acid esters and their preparation
Zwierzak et al. Phosphorous acid amides–II: Synthesis of monoalkyl phosphoroamidites (RO)(R2′ N) P (O) H
Berlin et al. A Convenient Synthesis of Esters of Diphenylphosphinic Acid. III1, 2
US3849482A (en) Amine salts of cis-propenylphosphonic acid
Kachkovskii et al. Dual stereochemical control in reaction of di-and trialkyl phosphites with aldimines
US3833645A (en) Preparation of 2-chloroethane-phosphonic acid
US2495799A (en) Chloroalkyl phosphorous oxy and sulfodichlorides
Gazizov et al. Reaction of Benzylidene Chlorides with О-Methyl Diethylphosphinothioate
Sosnovsky et al. Reactions of tert-butyl peroxy esters. X. Preparation of dialkyl tert-butyl phosphates from dialkyl tert-butylperoxy phosphates. Dialkyl phosphorochloridates, and dialkyl phosphorochloridites
US3597510A (en) Preparation of allylphosphonic acid and esters and salts thereof
US3187036A (en) Process for the production of o, o-dimethyl dithiophosphoryl acetic acid alkyl amides
Nizamov et al. Dithiophosphorylation of trimethylsilyl ethers of enantiomerically pure menthols
US4307041A (en) Stabilization of phosphorochloridates or thionophosphorochloridates with phosphorus pentachloride
US3247198A (en) Process for making organic derivatives of pyrophosphoric and hypophosphoric acids
SU810714A1 (en) Method of preparing diphosphorus(v) substituted phosphines
SU895988A1 (en) Method of preparing 2,3-dihydrofuryl-4-phosphonyl dichloride
Blair et al. Insecticide Screening, Synthesis and Insecticide Activity of Methyl 2, 4, 5-Trichlorophenyl Phosphoramidates