SU292987A1 - METHOD OF OBTAINING MONOESTERS OF M-SUBSTITUTED THIOCARBAMYLOPHOSPHONE ACIDS - Google Patents
METHOD OF OBTAINING MONOESTERS OF M-SUBSTITUTED THIOCARBAMYLOPHOSPHONE ACIDSInfo
- Publication number
- SU292987A1 SU292987A1 SU1370589A SU1370589A SU292987A1 SU 292987 A1 SU292987 A1 SU 292987A1 SU 1370589 A SU1370589 A SU 1370589A SU 1370589 A SU1370589 A SU 1370589A SU 292987 A1 SU292987 A1 SU 292987A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- substituted
- acids
- thiocarbamylophosphone
- monoesters
- triethylamine
- Prior art date
Links
- 239000002253 acid Substances 0.000 title description 10
- 150000007513 acids Chemical class 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 14
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 14
- -1 N-substituted thiocarbamoyl phosphonic acid Chemical class 0.000 description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 description 7
- 239000011707 mineral Substances 0.000 description 7
- 230000003197 catalytic Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N Phosphite Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- XCZKKZXWDBOGPA-UHFFFAOYSA-N 2-phenylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(C=2C=CC=CC=2)=C1 XCZKKZXWDBOGPA-UHFFFAOYSA-N 0.000 description 1
- QKFJKGMPGYROCL-UHFFFAOYSA-N Phenyl isothiocyanate Chemical compound S=C=NC1=CC=CC=C1 QKFJKGMPGYROCL-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229940117953 phenylisothiocyanate Drugs 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к способу получени моноэфиров N-замещенных тиокарбамоилфосфоновых кислот общей формулыThe invention relates to a process for the preparation of N-substituted thiocarbamoyl phosphonic acid monoesters of the general formula
RO.RO.
P-C-NHRPP-NHR
НО BUT
II II О SII II O S
где R - алкил, R - алкил или арил.where R is alkyl, R is alkyl or aryl.
Известен способ нолучени диэфиров N-замещенных тнокарбамоилфосфоновых кислот взаимодействием диалкилфосфитов с изотиоцианатами нри нагревании в присутствии триэтиламина .A known method for the preparation of diesters of N-substituted tnocarbamoyl phosphonic acids by the interaction of dialkyl phosphites with isothiocyanates when heated in the presence of triethylamine.
Монозфиры N-замещенных тиокарбамоилфосфоновых кислот в литературе не описаны и вл ютс новыми.N-substituted thiocarbamoylphosphonic acid monospheresis is not described in the literature and is new.
Они могут быть использованы дл экстракции различных ценных металлов из их водных растворов.They can be used to extract various valuable metals from their aqueous solutions.
Способ получени моноэфиров N-замещенных тиокарбамоилфосфоновых кислот заключаетс в том, что монозамещенные соли моноалкилфосфитов подвергают взаимодействию с алкил- или арилизотиоцианатами при нагревании в органическом растворителе, например бензоле, в присутствии каталитических количеств триэтиламина, с последующей обработкой полученного продукта минеральной кислотой, например сол ной и выделением целевого продукта известными приемами.The method of producing monoesters of N-substituted thiocarbamoyl phosphonic acids is that monosubstituted monoalkylphosphite salts are reacted with alkyl- or arylisothiocyanates when heated in an organic solvent, e.g. benzene, in the presence of catalytic amounts of triethylamine, followed by treatment of the product with an inorganic acid bath, and then using a mineral acid bath, with an aqueous malic, with benzene, in the presence of catalytic amounts of triethylamine, followed by treatment of the product with an inorganic acid bath, and then using a mineral acid bath, and then using a mineral acid bath, with a benzene solution, in the presence of catalytic amounts of triethylamine, followed by treatment of the product with a mineral acid bath, with benzene, and then using a mineral acid bath, and then using a mineral acid bath, with benzene, in the presence of catalytic amounts of triethylamine. the selection of the target product known techniques.
Пример. Получение моно-н-октилового эфира N-фенилтиокарбамоилфосфоновой кислоты . Смесь 9,8 г (0,042 г-моль) кальциевой соли монооктилфосфита, 6,2 г (0,046 г-моль фенилизотиоцианата и 1 г триэтиламина нагревают в 50 мл бензола в течение 3 час. Затем растворитель удал ют и остаток обрабатывают 3,5 мл концентрированной сол ной кислоты. Верхний слой отдел ют, промывают водой и сушат в вакууме. Получено 13,0 ; продукта, выход 93,8% (от теоретического); п2рО 1,5200; df 1,0232.Example. Preparation of N-Phenylthiocarbamoylphosphonic Acid Mono-N-Octyl Ester A mixture of 9.8 g (0.042 g-mol) of monooctyl phosphite calcium salt, 6.2 g (0.046 g-mol of phenyl isothiocyanate and 1 g of triethylamine is heated in 50 ml of benzene for 3 hours. Then the solvent is removed and the residue is treated with 3.5 ml concentrated hydrochloric acid. The upper layer was separated, washed with water and dried under vacuum. 13.0; product was obtained, yield 93.8% (from theoretical); p2pO 1.5200; df 1.0232.
Пайдено, %: С 55,02; П 7,48; Р 9,07.Paideno,%: C 55.02; P 7.48; R 9.07.
Вычислено дл Ci5Ho4NO2SP, %: С 54,69; П 7,34; Р 9,41.Calculated for Ci5Ho4NO2SP,%: C 54.69; P 7.34; R 9.41.
Аналогичным образом получен моно-н-октиловый эфир К-октилтиокарбамоилфосфоновой КИСЛОТЕ); выход 42.2%: т. нл. 26-32°С.A mono-n-octyl ester of K-octylthiocarbamoylphosphonic ACID was prepared in a similar way; yield 42.2%: so nl. 26-32 ° C.
П Р е д мет и о б р е т е Н и PREDAM AND ABOUT IT AND
1. Способ получени моноэфиров N-замещенных тиокарбамоилфосфоновых кислот, отличающийс тем, что монозамен енные соли моноалкилфосфитов подвергают взаимодействию с алкил- или арилизотиоцианатами при нагревании в органическом растворителе, например бензоле, с последующей обработкой 3 полученного при этом продукта минеральной кислотой, например сол ной, и выделением целевого продукта известными приемами. 4 2. Способ по п. 1, отличающийс тем, что процесс ведут в присутствии катализатора, папример триэтиламина.1. A method of producing monoesters of N-substituted thiocarbamoyl phosphonic acids, characterized in that monoalkyl phosphite monosubstituted salts are reacted with alkyl or aryl isothiocyanates when heated in an organic solvent, such as benzene, followed by treatment 3 of the product thus obtained with mineral acid, for example, saline and the selection of the target product known techniques. 4 2. The method of claim 1, wherein the process is carried out in the presence of a catalyst, for example triethylamine.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU292987A1 true SU292987A1 (en) |
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