Methoxy methylureas

When the solubilities of the methoxy methylureas (C-6313, linuron, and metobromuron) and the dimethylureas (diuron, fluometuron, and monuron) were considered separately, the values increased greatly (Table X). A plot of log aqueous solubilities vs. the percent adsorption or desorption showed that the two groups of chemicals fell into two different patterns (Figure 13). Substituting a methoxy group for a methyl... 

The primary synthesis of alkoxypyrimidines is exemplified in the condensation of dimethyl malonate with O-methylurea in methanolic sodium methoxide at room temperature to give the 2-methoxypyrimidine (854) (64M207) in the condensation of diethyl phenoxymalonate with formamidine in ethanolic sodium methoxide to give the 5-phenoxypyrimidine (855) (64ZOB1321) and in the condensation of butyl 2,4-dimethoxyacetoacetate with thiourea to give 5-methoxy-6-methoxymethyl-2-thiouracil (856) (58JA1664). 

Chlorobromuron (3,4 (bromo-3-chloro-phenyl) 1-1 methoxy 1-methylurea)... 

Miscellaneous urea herbicides (chlorobromuron (3,4(bromo-3-chlorophenyl)-1 -methoxy-1 -methylurea), Chlorotoluron (3(3 chlorotoluyl) dimethyl urea), Diuron (N-(3,4 chlorophenyl) N,N dimethyl urea), Monolinuron (3(4, chlorophenyl-1-methoxy-1 -methylurea), Linuron (3,(3,4 dichlorophenyl)-1 -1 -methoxy-1 -methylurea) Chloroxuron (3, (3,4 dichlorophenyl-1,1 dimethylurea)... 

The purpose of the present study was to investigate the adsorption behavior of the metobromuron (3-(4-bromophenyl)-l-methoxy-l-methylurea) at the high area ACC from aqueous solutions and thus the possibility of removal of that pesticide from waters. 

Photolytic. When an aqueous solution of linuron was exposed to summer sunlight for 2 months, 3-(3-chloro-4-hydroxyphenyl)-l-methoxy-l-methylurea, 3,4-dichlorophenylurea, and 3-(3,4-di-chlorophenyl)-l-methylurea formed at yields of 13, 10, and 2%, respectively. The photolysis half-life of this reaction was approximately 97 d (Rosen et al., 1969). In a more recent study, Tanaka et al. (1985) studied the photolysis of linuron (75 mg/L) in aqueous solution using UV light (). = 300 nm) or sunlight. After 24 d of exposure to sunlight, linuron degraded to a trichlorinated biphenyl (1% yield) with the concomitant loss of hydrogen chloride. 

Rordorf, B.F. Prediction of vapor pressures, boiling points and enthalpies of fusion for twenty-nine halogenated dibenzo-p-dioxins and fifty-five dibenzofurans by a vapor pressure correlation method. Chemosphere, 18(l-6) 783-788,1989. Rosen, J.D. and Carey, W.F. Preparation of the photoisomers of aldrin and dieldrin. 7 Agric. Food Chem., 16(3) 536-537,1968. Rosen, J.D. and Strusz, R.F. Photolysis of 3-(p-bromophenyl)-l-methoxy-l-methylurea, 7 Agric. Food Chem., 16(4) 568-573, 1968. 

The photocatalytic degradation of widely used herbicides such as 2,4-D (2,4-dichlorophenoxyecetic acid), 2,4,5-T (2,4,5-trichlorophenoxyacetic acid), bentazon (3-isopropyl-1 H-2,l,3-benzothiadiazin-4(3H)-one 2,2-dioxide), S-tiazines, carbetamide ((R)-l-(ethylcarbamoyl)ethyl carbanilate), and monouron (3-(4-chlorophenyl)-l-methoxy-l-methylurea) in water have been... 

Chemical Name 3-(4-bromo-3-chlorophenyl)-l-methoxy-l-methylurea... 

Chemical Name 3-(3,4-dichlorophenyl)-l-methoxy-l-methylurea V -(3,4-dichlorophenyl)-N-methoxy-V-methylurea Uses selective pre-emergence and post-emergence herbicide used on a wide variety of food crops to control many annual broadleaf and grass weeds. 

Chemical Name 3-(4-chlorophenyl)-l-methoxy-l-methylurea Af,-(4-chlorophenyl)-Ar-methoxy-Ar-methylurea Uses herbicide for pre- or post-emergence control of annual broadleaf weeds and annual grasses in asparagus, berry fruit, cereals, maize, field beans, vines, leeks, onions, potatoes, herbs, lucerne, flowers, ornamental shrubs and trees, etc. 

Huber, G., Gemes, E. (1981) Decomposition of urea herbicide linuron (3-(3,4-dichlorophenyl)-l-methoxy-l-methylurea) in water of Lake Balaton. Hungar. J. Ind. Chem. 9, 113. 

Another approach is to combine chemical and microbial herbicides. It was reported that the addition of sublethal rates of the herbicides, linuron [N -(3,4-dichlorophenyl)-N-methoxy-N-methylurea], imazaquin (2-[4,5-dihydro-4-methyl-4(1-methylethyl)-5-oxo-lH-imidazol-2-yl]-3-quinolinecarboxylic acid, and lactofen (+)2-ethoxy-l-methyl-2-oxoethyl-5-[2-chloro-... 

SYNS AFESIN ARESIN AREZIN AREZINE ARRESIN N-(4-CHLOROPHENYL)-N -METHOXY-N-METHYLUREA N -(4-CHLOROPHEKYL)-N-METHOXY-N-METHYLURE. 3-(4-CHLORPHENYL)-l-METHOXY-l-METHYLHARNSTOFF (GERNEtN) HOE 2747 MONOLINURON PREMALLX... 

SYNS 3-(3,4-DICHLOOR-FENYL)-l-METHOXY-l-METHYLUREUM (DUTCH) 3-(3,4-DICHLORO-FENIL)-1-METOSSI-l-METIL-UREA (ITALIAN) 3-(3,4-DICHLOROPHENYL)-l-METHOXY-l-METHYLUREA N -(3,4-DICHLOROPHENYL)-N-METHOXY-N-METHYLUREA l-(3,4-DICHLOROPHENYL)3-METHOXY-3-METHYLUREE (FRENCH) N-(3,4-DICHLOROPHENYL)-N -METHYL-N -METHOXYUREA... 

The preparation of the C1-C21 subunit of the protein phosphatase inhibitor tautomycin was completed by J.A. Marshall et al., and it constituted a formal total synthesis of the natural product. The spiroketal carbon of the target was introduced by the Weinreb ketone synthesis between a lithioalkyne and A/-methoxy-A/-methylurea (a carbon monoxide equivalent). The triple bond of the resulting Weinreb s amide was first reduced under catalytic hydrogenation conditions to yield the corresponding saturated amide, which was reacted with another lithium acetylide to afford an ynone. 

There are a number of organic acids that interfere with plant metabolism. Dicamba (3,6-dichloro-2-methoxybenzoic acid) and tricamba are herbicides which interfere with protein synthesis, while picloram (4-amino-3,5,6-trichloro-2-pyriidinecarboxylic acid) interacts with nucleic acid synthesis in susceptible plants. Dicamba is primarily eliminated in the urine due to its hydrophilic properties. Some benzonitrile derivatives are also employed as herbicides, including dichlobenil (2,6-dichlorobenzonitrile), bromoxynil (3,5-dibromo-4-hydroxybenzonitrile), and ioxynil. Linuron (N -(3,4-dichlorophenyl)-N-methoxy-N-methylurea) is a phenyl urea while trifluralin (a,a,a-trifhiro-2,6-dinitro-N,N-dipropyl-p-toluidine) is a dinitroaniline. The major concern with the substituted ureas is induction of hepatic microsomal enzymes which could modulate the disposition of simultaneously exposed chemicals metabolized by the same enzymes. Finally, one of the most common herbicides presently in use is glyphosphate, or Roundup , a phospho-... 

Three other experimental herbicides belonging to this group are 3-(3-chloro-4-ethoxyphenyl)-1 -methoxy-1 -methylurea (24), 3-(3-chlorodifluoromethylphenyl)-1 -methoxy-l-methylurea (25), and 3-(4-fluorophenyl)-l-carboxymethoxy-l-methylurea (26). 

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