SU797574A3 - Способ получени 3-уреидофениловых эфи-POB - Google Patents
Способ получени 3-уреидофениловых эфи-POB Download PDFInfo
- Publication number
- SU797574A3 SU797574A3 SU782631495A SU2631495A SU797574A3 SU 797574 A3 SU797574 A3 SU 797574A3 SU 782631495 A SU782631495 A SU 782631495A SU 2631495 A SU2631495 A SU 2631495A SU 797574 A3 SU797574 A3 SU 797574A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- cho
- hydrogen
- compounds
- herbicidal
- ureidophenylesters
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 241000196324 Embryophyta Species 0.000 abstract description 2
- 230000002363 herbicidal effect Effects 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 240000005979 Hordeum vulgare Species 0.000 abstract 1
- 235000007340 Hordeum vulgare Nutrition 0.000 abstract 1
- 240000004658 Medicago sativa Species 0.000 abstract 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 abstract 1
- 240000007594 Oryza sativa Species 0.000 abstract 1
- 235000007164 Oryza sativa Nutrition 0.000 abstract 1
- 240000004713 Pisum sativum Species 0.000 abstract 1
- 235000010582 Pisum sativum Nutrition 0.000 abstract 1
- 244000061456 Solanum tuberosum Species 0.000 abstract 1
- 235000002595 Solanum tuberosum Nutrition 0.000 abstract 1
- 240000006394 Sorghum bicolor Species 0.000 abstract 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 abstract 1
- 235000021307 Triticum Nutrition 0.000 abstract 1
- 244000098338 Triticum aestivum Species 0.000 abstract 1
- 240000008042 Zea mays Species 0.000 abstract 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 abstract 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 235000009973 maize Nutrition 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000012015 potatoes Nutrition 0.000 abstract 1
- 235000009566 rice Nutrition 0.000 abstract 1
- 229920006395 saturated elastomer Chemical group 0.000 abstract 1
- 229930195734 saturated hydrocarbon Chemical group 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- 230000001629 suppression Effects 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Chemical group 0.000 abstract 1
- -1 3-UREIDOPHENYL Chemical class 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- IPRCBIWIPMJXIK-UHFFFAOYSA-N (3-hydroxyphenyl)urea Chemical compound NC(=O)NC1=CC=CC(O)=C1 IPRCBIWIPMJXIK-UHFFFAOYSA-N 0.000 description 1
- CQJWPRYTKMRKLX-UHFFFAOYSA-N 1-(3-hydroxyphenyl)-3-methylurea Chemical compound CNC(=O)NC1=CC=CC(O)=C1 CQJWPRYTKMRKLX-UHFFFAOYSA-N 0.000 description 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
- C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Hydrogenated Pyridines (AREA)
- Indole Compounds (AREA)
Description
(54) СПОСОБ ПОЛУЧЕНИЯ З-УРЕИДОФЕНИЛОВЫХ ЭФИЮВ подвергают взаимодействию с хлорангидридом карбаминовой кислоты общей формулы ПГ СО-се где Rj, RS и п имеют вышеуказанные значени ; в среде органического растворител при кипении реакдиоинои смеси в присутствии св зующих кислоту средств. Пример 1. В раствор 6,58 г 85%-ной гидроокиси кали в 100 мл метанола внос т 16,6 г 1-(3-оксифенил)-3-метилмочевинь1 с 79757 J т. пл. 130° с, и непосредственно после этого растворитель отгон ют в вакууме. Оставшийс остаток суспендируют в 200 мл ацетонитрила, затем добавл ют 21 г хлорангидрида М-(2-цианэтил )-карбаминовой кислоты, после чего реакционную смесь нагревают до температуры кипени в течение 1 ч и после охлаждени при перемешивании вливают в 1 л лед ной воды. Выпавший осадок отфильтровывают, высушивают и перекрнсталлизовывают из метилизобутилПолучают 25 г (74% от теории) 3-(3-метилуреидо )-фенилового эфира N-(2-циaнэтил)-карбаминовой кислоты с т. пл. 147°С. Аналогично могут быть получены соединени , которые представлены в таблице.
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25797574
Новые соединени представл ют собой бесцветные вещества, кристаллические, без запаха, нерастворимы в воде, но растворимы в органических растворител х.
Соединени формулы (Г) характеризуютс 5 широким земельно-гербицидным и лиственногербицидным действием. Их можно примен ть дл борьбы с моно- и дикотильными сорн ками .
26
п - 1 или 2,
отличающийс тем, что 1- (3-оксифенил )-мочевину общей формулы 1Г
NH-CO-N
-R.
Claims (1)
1. Патент СССР № 648096, кл. С 07 D 277/80, С 07 С 127/19, 1976.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772730325 DE2730325A1 (de) | 1977-07-01 | 1977-07-01 | Carbanilsaeure-(3-ureido-phenyl)- ester, verfahren zur herstellung dieser verbindungen sowie diese enthaltende herbizide mittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU797574A3 true SU797574A3 (ru) | 1981-01-15 |
Family
ID=6013198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782631495A SU797574A3 (ru) | 1977-07-01 | 1978-06-30 | Способ получени 3-уреидофениловых эфи-POB |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4378318A (ru) |
| JP (1) | JPS5416450A (ru) |
| AU (1) | AU518443B2 (ru) |
| BE (1) | BE868642A (ru) |
| CA (1) | CA1100986A (ru) |
| CH (1) | CH637634A5 (ru) |
| CS (1) | CS197326B2 (ru) |
| DD (1) | DD135440A5 (ru) |
| DE (1) | DE2730325A1 (ru) |
| DK (1) | DK294878A (ru) |
| ES (1) | ES471311A1 (ru) |
| FR (1) | FR2395986A1 (ru) |
| GB (1) | GB2000500B (ru) |
| HU (1) | HU182600B (ru) |
| IE (1) | IE47008B1 (ru) |
| IL (1) | IL55039A (ru) |
| IT (1) | IT1096866B (ru) |
| LU (1) | LU79899A1 (ru) |
| NL (1) | NL7806766A (ru) |
| PL (1) | PL110791B1 (ru) |
| PT (1) | PT68240A (ru) |
| SU (1) | SU797574A3 (ru) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3126909A1 (de) * | 1981-07-08 | 1983-02-10 | Hoechst Ag, 6000 Frankfurt | "kupferkomplex-monoazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe" |
| DE10257080A1 (de) * | 2002-12-06 | 2004-06-24 | Bayer Cropscience Ag | Substituierte Pyrazolincarboxanilide |
| BRPI0718595A2 (pt) * | 2006-11-09 | 2013-12-10 | Huntsman Adv Mat Switzerland | Misturas de corantes reativos e sua utilização em um método para tingimento ou impressão tricromática. |
| WO2014011133A1 (en) | 2012-07-12 | 2014-01-16 | Mke Silah Fabrikasi Mudurlugu | Buttstock assembly whose length can be adjusted, having a rotating mechanism and fit lock |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3133808A (en) * | 1959-03-16 | 1964-05-19 | Monsanto Chemicals | Herbicide composition |
| DE1156780B (de) * | 1961-08-29 | 1963-11-07 | Bayer Ag | Verfahren zur Herstellung von Carbaminsaeureestern |
| US3404975A (en) * | 1964-12-18 | 1968-10-08 | Fmc Corp | m-(carbamoyloxy)-carbanilates as herbicides |
| DE1593520C3 (de) * | 1966-09-05 | 1974-07-11 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | 3-(Carbamoyloxyphenyl)-harnstoffe bzw. -thioharnstoffe, diese enthaltende Mittel mit selektiver herbizider Wirkung sowie Verfahren zu deren Herstellung |
| DE1618169A1 (de) * | 1967-05-31 | 1970-12-10 | Basf Ag | Substituierte Phenylcarbaminsaeureureidophenylester |
| US3867426A (en) * | 1970-10-02 | 1975-02-18 | Monsanto Co | Herbicidal meta-bifunctional benzenes |
| US3780104A (en) * | 1971-03-15 | 1973-12-18 | Stauffer Chemical Co | Phenoxy acetals |
| US3778473A (en) * | 1971-05-19 | 1973-12-11 | Upjohn Co | Organic compounds and process |
| EG10699A (en) * | 1971-06-23 | 1976-07-31 | Bayer Ag | Novel n.carbamic aryl acid esters method for preparation and their use for controlling plant growth |
| BE793176A (fr) * | 1971-12-22 | 1973-06-22 | Scm Corp | Composition herbicide |
| US3823178A (en) * | 1972-05-08 | 1974-07-09 | K Szabo | Novel m-(3,3-disubstitutedureido)phenyl(alpha-cyanoalkyl)carbamates and method for the control of undesirable plant species therewith |
| DE2423536A1 (de) * | 1974-05-15 | 1975-11-27 | Bayer Ag | 3-amino-phenylessigsaeure-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als herbizide |
-
1977
- 1977-07-01 DE DE19772730325 patent/DE2730325A1/de not_active Withdrawn
-
1978
- 1978-06-22 NL NL7806766A patent/NL7806766A/xx not_active Application Discontinuation
- 1978-06-23 IE IE1258/78A patent/IE47008B1/en unknown
- 1978-06-28 AU AU37539/78A patent/AU518443B2/en not_active Expired
- 1978-06-29 DD DD78206383A patent/DD135440A5/xx unknown
- 1978-06-29 DK DK294878A patent/DK294878A/da not_active Application Discontinuation
- 1978-06-29 PL PL1978208013A patent/PL110791B1/pl unknown
- 1978-06-29 LU LU79899A patent/LU79899A1/xx unknown
- 1978-06-29 IL IL7855039A patent/IL55039A/xx unknown
- 1978-06-29 IT IT25104/78A patent/IT1096866B/it active
- 1978-06-29 PT PT68240A patent/PT68240A/pt unknown
- 1978-06-30 ES ES471311A patent/ES471311A1/es not_active Expired
- 1978-06-30 BE BE188992A patent/BE868642A/xx not_active IP Right Cessation
- 1978-06-30 SU SU782631495A patent/SU797574A3/ru active
- 1978-06-30 GB GB7828440A patent/GB2000500B/en not_active Expired
- 1978-06-30 JP JP7969578A patent/JPS5416450A/ja active Granted
- 1978-06-30 HU HU78SCHE650A patent/HU182600B/hu unknown
- 1978-06-30 CA CA306,587A patent/CA1100986A/en not_active Expired
- 1978-06-30 CH CH718878A patent/CH637634A5/de not_active IP Right Cessation
- 1978-07-03 CS CS784415A patent/CS197326B2/cs unknown
- 1978-07-03 FR FR7819777A patent/FR2395986A1/fr active Granted
-
1981
- 1981-07-15 US US06/283,667 patent/US4378318A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB2000500A (en) | 1979-01-10 |
| CA1100986A (en) | 1981-05-12 |
| PL110791B1 (en) | 1980-07-31 |
| JPS5416450A (en) | 1979-02-07 |
| IT7825104A0 (it) | 1978-06-29 |
| IE781258L (en) | 1979-01-01 |
| NL7806766A (nl) | 1979-01-03 |
| JPS5630343B2 (ru) | 1981-07-14 |
| DE2730325A1 (de) | 1979-01-11 |
| PL208013A1 (pl) | 1979-04-09 |
| US4378318A (en) | 1983-03-29 |
| CS197326B2 (en) | 1980-04-30 |
| LU79899A1 (ru) | 1978-12-07 |
| IT1096866B (it) | 1985-08-26 |
| AU3753978A (en) | 1980-01-03 |
| DD135440A5 (de) | 1979-05-09 |
| IL55039A (en) | 1982-07-30 |
| ES471311A1 (es) | 1979-09-01 |
| DK294878A (da) | 1979-01-02 |
| PT68240A (de) | 1978-07-01 |
| BE868642A (fr) | 1979-01-02 |
| FR2395986A1 (fr) | 1979-01-26 |
| CH637634A5 (de) | 1983-08-15 |
| GB2000500B (en) | 1982-02-24 |
| FR2395986B1 (ru) | 1984-04-20 |
| IL55039A0 (en) | 1978-08-31 |
| AU518443B2 (en) | 1981-10-01 |
| IE47008B1 (en) | 1983-11-30 |
| HU182600B (en) | 1984-02-28 |
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