Herbicidic composition
专利摘要:
1500027 Thiadiazolyl-imidazolidinones VELSICOL CHEMICAL CORP 1 Aug 1975 [5 Aug 1974] 32171/75 Heading C2C The invention comprises compounds (I), where R<SP>1</SP> is alkyl, alkenyl, haloalkyl, alkoxy, alkylthio, alkylsulphonyl or alkylsulphinyl and R<SP>2</SP> is alkenyl, haloalkyl, haloalkenyl or where R<SP>3</SP> and R<SP>4</SP> are hydrogen or alkyl, their preparation by heating an acetal (II), when R<SP>5</SP> is alkyl in a dilute acidic aqueous medium, herbicidal compositions comprising the compounds (I) and an inert carrier and a process for controlling weeds comprising contacting the weeds with the said compounds (I) or the said compositions. Dialkyl acetals (II) may be made by reacting a thiadiazole (V) with phosgene and reacting the resulting isocyanate dimer (III) with an acetal R<SP>2</SP>NHCH 2 CH(OR<SP>5</SP>) 2 (IV). The dialkyl acetal (IV) can be made by reacting α-bromoacetaldehyde with an amine R<SP>2</SP>NH 2 . 公开号:SU826937A3 申请号:SU752163138 申请日:1975-08-05 公开日:1981-04-30 发明作者:Крензер Джон 申请人:Велсикол Кемикал Корпорейшн (Фирма); IPC主号:
专利说明:
(54) A HERBICID COMPOSITION with an inorganic acid such as hydrochloric acid when heated for 10 to 60 minutes at a temperature of 70 ° C to reflux in the reaction mixture. Table 1 shows the melting points of the compounds of formula (1) and those tried as a herbicide. 1. Dovskhodov obra p p i m e. R Zotka. The seeds of oats, datura, cat's feet, jones grass, amaranth, mustard, foxtail of millet chicken, creeping weed, campfire, impomei are sown in the soil and treated with the compounds indicated in Table 1, at dose 1 , 2; 1.0; 2.0 After two weeks, the germicidal activity is recorded on a ten-point scale, O - no damage; 1,2 slight damage; 3.4 - moderate damage; 5,6 - significant damage; 7,8,9 - severe damage; 10 - death of plants. 10 pound / acre is used as reference; 1- (5-tert-butyl-1,3,4-thiadiazol-2-yl) -3-methyl-4,5-dioxy-1, 3-imidazolidin-one-2 (compound A). Contaminates are tested at a dose of 1/4, 1/8, 1/16 lb / acre (1 lb 453.6 g; 1 acre 4.047 m) in relation to chicken millet, oat, foxtail, and creeping weed. After two weeks, the herbicidal activity was recorded. The test results are presented in table 2. Example 2. Post-harvest processing. The shoots of yellow sedge, oat, datura, cat's feet, jones grass, amaranth, mustard, foxtail, chicken millet, creeping weed, rye campfire, impomeas are treated with the compounds indicated in table 1 in the same doses as in example 1, the reference dose is 1/8, 1/16, 1/32 lb / acre. The test results are presented in table 3. Compound 1.1- (5-tert-butyl-1, 3, 4-thiadiazol-2-yl-3-allyl-5-hydroxy-2-imidaz6-lidinone 2.1- (5-trifluoromethyl-1,3, 4-thiadiazol-2-yl) -3-gsyll-5-hydroxy-2-imidazolidinone 3.1- (5-cyclohexyl-1,3,4-thiadiazol-2-yl) -3-methyl-5-o to Si-2 - they climbed but in Table 1 Melting point, s 106-107 92-93 178-179 OOOV) OOO OVDCT1H.OO About 00 Vb ID. About in -W N About VOtOI O n noo or Mi-i o o 00 I oa1001po1l1lno ° o o o (Tl OkorM (NOO OU3t OOOO4t VOOOO iH .f-li-lr t O-IOCN-OI MOOIN OrOtS-IOCMHO OO (f oorf | - r- l- i II a1 pgchg | -injNfM-i.-ioo. II I 00-00 OOGO i-t о ГЧ -1 | Н ГЧ t-- 1-1 о о inrMOOOHOOOIOOt OO about (N iH iH about M I I I I I .000 Ltd Ltd H 00 iH oh oh oh oh oh I --I o I OOOOOOOOOOOOGOII oh oh oh o G1 "o" J o tn o I hghgg- ( o o o o o o o o o ffl.VO o g-oo OOOtTiOlOOG-OOPONOO hChTsgN.Ng-1 . About OO o o o o o o O CT1 1L ooaooooot -icooocvji i i OOOCTlOCTl -iriOSO oh oh oh oh oh OOOOCTlOOOOROOOI о о о ОО ОО 1- о о О1 -ОМГГ «г- (тН | t about I I MS iH P About N OO n th ( - oh mr
权利要求:
Claims (3) [1] 1. The patent of France 2087817, cl. C 07 D 99/00, published 31.12.71. [2] 2. Patent of the USSR 554814,. 0 cl. And 01 N 9/22, C 07 D 417/04, Convention priority 13.08.73. [3] 3. US patent 3773780, cl. 260-3068, published 05.05.73 (prototype).
类似技术:
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引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 DE2013407A1|1970-03-20|1971-10-07|1 imidazohdi non derivatives, process for their manufacture and their use as herbicides| DE2013406A1|1970-03-20|1971-10-07|1 imidazohdi non derivatives, process for their preparation and their use as herbicides| US3773780A|1971-03-10|1973-11-20|Bayer Ag|1--imidazolidinone-compounds| ZA741626B|1973-06-29|1975-02-26|Velsicol Chemical Corp|New thiadiazolylimidazolidinones| CA1042898A|1974-01-10|1978-11-21|Velsicol Chemical Corporation|Thiadiazolylimidazolidinones|US4195181A|1973-01-23|1980-03-25|Bayer Aktiengesellschaft|1,3,4-Thiadiazole compounds and herbicidal compositions| US4086238A|1976-06-21|1978-04-25|Velsicol Chemical Corporation|1-Thiadiazolyl-4-methoxymethyl-5-hydroxyimidazolidinones| US4233057A|1979-05-14|1980-11-11|Ppg Industries, Inc.|3-[5--1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4264353A|1979-06-04|1981-04-28|Ppg Industries, Inc.|3-[5-[1-alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4218236A|1979-06-18|1980-08-19|Ppg Industries, Inc.|3-[5-[1- alkyl, alkynyl, haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl methyl-2-imidazolidinones| US4269983A|1979-06-18|1981-05-26|Ppg Industries, Inc.|3-[5-[1-alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4252961A|1979-06-18|1981-02-24|Ppg Industries, Inc.|Intermediates of and process for making 3-[5-[1-alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4230480A|1979-06-18|1980-10-28|Ppg Industries, Inc.|3-[5-alkyl, alkynyl, alkenyl, or haloalkyl)-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4252960A|1979-06-18|1981-02-24|Ppg Industries, Inc.|Intermediates of and methods of making 3-[5-[1-alkyl, alkynyl, alkenyl or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4268675A|1979-07-06|1981-05-19|Ppg Industries, Inc.|3-[5-[1-alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones| US4314842A|1979-08-10|1982-02-09|Ppg Industries, Inc.|Herbicidal substituted 1,3,4-thiadiazol-2-yl-4-hydroxy-1-methyl-2-imidazolidinones| US4857099A|1982-02-12|1989-08-15|American Cyanamid Company|Terrestrial and aquatic herbicidal methods| US4426527A|1982-02-12|1984-01-17|Ppg Industries, Inc.|3-[5- Or 3-substituted-1,2,4-oxadiazol-3- or -5-yl]-1-substituted-4-substituted-5-substituted or unsubstituted-2-imidazolidinones| US4918086A|1987-08-07|1990-04-17|Ciba-Geigy Corporation|1-nitro-2,2-diaminoethylene derivatives|
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申请号 | 申请日 | 专利标题 US05/494,441|US4028375A|1974-08-05|1974-08-05|Thiadiazolylimidazolidinones| 相关专利
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