Dimethyl-3-phenylurea

The preparation of l,l-dimethyl-3-phenylurea is typical of the experimental technique used for the preparation of ureas by this new method [53]. 

To a 2 liter Hoke pressure cylinder are added 20.0 gm (0.21 mole) of aniline, 13.8 gm (0.43 mole) of sulfur, 100 ml of methanol, and 82 ml of an 8.75 M (0.73 mole) aqueous dimethylamine. The cylinder is pressurized with 100 psig of carbon monoxide, and then heated for 2 hr at 100°C. The cylinder is then vented and the contents removed from the cylinder by washing with hot methanol. The combined product and methanol washings were filtered hot and evaporated to dryness from the methanol. The urea product is recrystallized from 400 ml of water to give 27.8 gm (79%) of l,l-dimethyl-3-phenylurea, m.p. 130°-133°C. 

Dimethyl-3-phenylurea, 152 3,3 -Dinitroazobenzene, 323, 363 2,2 -Dinitrobiphenyl, reduction of, 418 4,4 -Dinitrodiphenylcarbodiimide, 212 Dinitrogen tetroxides, density of, 438 2,4-Dinitronaphthy 1-1 -semicarbazide, 197 m-Dinitrosobenzene, 413 Ar,Ar -Dinitroso-2,5 diketopiperazine, 440 N,lV -Dinitroso-lV,lV -dimethyloxalamide,... 

Synonym Dozer, Dybar, Falisilvan, Fenidim, Fenulon, Urab Chemical Name l,l-dimethyl-3-phenylurea VW-dimethyl-V -phenylurea... 

The most important substances of this group are l,l-dimethyl-3-phenylurea (fenuron, 5) 3-(4-chlorophenyl)-1,1-dimethylurea, (monuron, 6) 3-(3,4-dichlorophenyl)-1,1 -dimethylurea (diuron,7) 1,1 -dimethyl-3-(a,a,a-trifluoro-m-tolyl)urea (fluometuron, 8) l,l-dimethyl-3-( ,a,a-trifluoro-p-tolyl)urea (para-fluron, 9) 3-(3-chloro-/j-tolyl)-1,1-dimethylurea (chlortoluron, 10) 3-(3-chloro-4-methoxyphenyl)-l,l-dimethylurea (metoxuron, 11) 3-[(4-chlorophenoxy)phenyl]-... 

Synonyms l,l-dimethyl-3-phenylurea 1-phenyl-3,3-dimethylurea N- phmyl-N N -dimethylurea Beet Kleen Dybar Fenidin... 

Synonyms cas 101-42-8 fenulon dibar pud fenidin i,i-dimethyl-3-phenylurea... 

Metolachlor 2-Chloro-N-[2-ethyl-6-methylphenyl]-N-[2-methoxy-l-methylethyl] acetamide atrazine 2-chloro-4-ethylamino-6-isopropylamino-j-triazine. Prometon 2,4-bis(isopropylamino)-6-methoxy-5-triazine. Cyanazine 2-[[4-chloro-6-(ethylamino)-5-triazin-2-yl]amino]-2-methylpropionitrile. Fenuron 1,1-dimethyl-3-phenylurea. Monuron l,l-dimethyl-3-(4-chlorophenyl)urea. Isotherms in water suspensions at room temperature unless otherwise indicated. Standard error of the slope. Assuming organic matter is twice the organic carbon. U.S. Environmental Protection Agency reference sediments. 

Dimethyl-3-phenylurea N,N-Dimethyl phenyl urea N,N-Dimethyl-N -phenylurea. Seel-Phenyl-3,3-dimethyl urea... 

Methylenebis (1,1-dimethyl-3-phenylurea). See Methylenebis (phenyl dimethyl urea) 2,2 -Methylenebis (4-ethyl-6-t-butylphenol)... 

If it is heated alone at 160°, ammonia comes off rapidly, the aniline and phenylisocyanate may be detected by their odor but they combine in large part to form 5ym.-diphenyliu ea which crystallizes out from the hot liquid, and cyanic acid may be detected by means of silver nitrate in the water with which the apparatus is washed out after the experiment. When an aqueous solution of phenylurea is distilled, aniline may be detected in the distillate and 5ym.-diphenylurea crystallizes from the boiling liquid. By heating urea with the amine or with its hydrochloride at 160°, or by refluxing urea in aqueous solution with the amine or its hydrochloride, we have prepared sym.-6i-o- and />-tolyl, di-a- andjS-naphthyl, dimethyl, di-w-butyl, di-w- and i5 -amyl and dibenzylureas in satisfactory yield. 

Dimethylpicrylureo. See l,3-Dimethyl-2r4,6-trinitro-phenylurea under Dimethylphenylurea... 

Another methylation method makes use of a reaction with iodomethane and a catalyst [478], as follows. About 30 mg of an oil dispersion of sodium hydride was washed three times with anhydrous diethyl ether, dried under a mild stream of nitrogen and suspended in 1 ml of freshly distilled dimethyl sulphoxide. A 200-jul portion of this suspension was added to ca. 1 /amol of phenylurea dissolved in 100 pi of pure dimethyl sulphoxide followed immediately by 50 pi of iodomethane. Reaction was allowed to proceed for 5—10 min with continuous stirring. Then 1 ml of water was carefully added and the mixture was extracted with three 1-ml portions of diethyl ether or light petroleum. The extracts were dried with anhydrous sodium sulphate, filtered and evaporated to dryness under a stream of nitrogen. Silicone stationary phases [OV-225 at 108°C or a mixture of DC-200 and QF-1 (1 3) at 170°C] were used. 

To increase the marketability of Collego, its compatibility with chemical pesticides has been investigated. Mixtures of CGA with propanil [N-(3,4-dichlorophenyl)propanamide], molinate [S-ethyl hexahydro-lH-azepine-l-carbothioate], 2,4,5-T, and benomyl [methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate] were detrimental to CGA s efficacy (31). If, however, propanil, 2,4,5-T, fentin hydroxide (triphenyltin hydroxide), pencycuron N-[(4-chlorophenyl)methyl]-N-cyclopentyl-N -phenylurea), each at 0.56 kg ai/ha, and SN-84364 [3 -isopropoxy-2-(trifluoromethyl) benzanilide] (at 0.40 kg ai/ha) were applied after CGA treatment, disease and development were not inhibited (32). The herbicides, acifluorfen 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid) (0.56 kg ai/ha) and bentazon [3-(1-methylethyl)-(IH)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide] (0.56 to 1.1 kg ai/ha), or the insecticides, malathion [diethyl(dimethoxyphosphinothioylthio)succinate] (0.56 kg ai/ha) and carbofuran (2,3-dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate), (0.56 kg ai/ha) could be applied with CGA from a single tank mixture (33-34). ... 

Liquid-liquid extraction (LLE) LLE is the classical method used for herbicide isolation, especially from water and biological fluid samples. Ethyl acetate, dichloromethane, and their mixtures are among the preferred extraction solvents for phenylureas, triazoles, amides, carbamates, benzimidazoles, and chlorotriazines. The extraction efficiency is modified by adjustment of pEI and ionic strength in the aqueous phase. In situ derivatization of the target analytes is also used as an effective tool (e.g., chlorophenoxy acidic herbicides are derivatized with dimethyl sulfate prior to their extraction by n-hexane). The classical way of performing LLE is the separation funnel extraction. Some continuous LLE extractors or steam distillers are also available. 

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