Acetic 2-chloro-2-phenyl

Unsymmetrical diaryls may be prepared by treating an aryl diazonium salt solution with sodium hydroxide or sodium acetate in the presence of a liquid aromatic compound. Thus 2-chlorodiphenyl is readily formed from o-chloro phenyl diazonium chloride and sodium hydroxide solution (or sodium acetate solution) in the presence of benzene ... 

Castro (1964) reported that iron(II) porphyrins in dilute aqueous solution was rapidly oxidized by DDT to form the corresponding iron(III) chloride complex (hematin) and DDE, respectively. Incubation of /5,//-DDT with hematin and ammonia gave p./Z-DDD, p./Z-DDE, bis(/5-chloro-phenyl)acetonitrile, l-chloro-2,2-bis(jD-chlorophenyl)ethylene, 4,4 -dichlorobenzophenone, and the methyl ester of bis (jo-chlorophenyl) acetic acid (Quirke et al., 1979). 

One Sanofi synthesis of enantiomerically pure (-i-)-clopidogrel (2) utilized optically pure (R)-(2-chloro-phenyl)-hydroxy-acetic acid (20), a mandelic acid derivative, available from a chiral pool. After formation of methyl ester 21, tosylation of (/ )-21 using toluene sulfonyl chloride led to a-tolenesulfonate ester 22. Subsequently, the Sn2 displacement of 22 with thieno[3,2-c]pyridine (8) then constructed (-i-)-clopidogrel (2). Another Sanofi synthesis of enantiomerically pure (-i-)-clopidogrel (2) took advantage of resolution of racemic a-amino acid 23 to access (S)-23. The methyl ester 24 was prepared by treatment of (S)-23 with thionyl chloride and methanol. Subsequent Sn2 displacement of (2-thienyl)-ethyl para-toluene-sulfonate (25) assembled amine 26. 

Chloro-phenyl-1 H-pyrazol-4-yl]-acetic acid, Ci7H13CIN202,... 

Related compound (B) has the systematic name methyl-( )-(o-chloro-phenyl)-4,5-dihydrothieno[2,3-c]pyridine-6-(7H)-acetate, hydrogen sulfate salt [2], and is a racemic residue formed during the manufacturing process. This compound may appear as a racemic mixture in samples of bulk drug substance as impurities (la) and (lb) [6, 7]. 

Oxime 2 chloro phenyl acetic acid chlorphoxim Ozone acrinathrin, cypermethrin, tralomethrin... 

An example of a few of these reactions that occur in our environment with several commonly used pesticides is illustrated in Figures 7-11. Fleck (15) has illustrated in Figure 7 that ultraviolet light catalyzes the decomposition of DDT. In the presence of air, one of the decomposition products is 4,4 -dichlorobenzophenone. However, when air is absent, 2,3-dichloro-l,l,4,4-tetrakis-(p-chlorophenyl)-2-butene is formed. This compound, through subsequent oxidation, may be converted into 4,4 -dichlorobenzophenone. In mammals 2,2-bis(p-chloro-phenyl) acetic acid (DDA) has been identified and shown to be excreted in the feces and urine. The mechanism of formation of DDA is believed to be an initial dehydrochlorination to DDE, which is then hydrolyzed to DDA as shown in Figure 8. Mattson et ah (29) found both DDT and DDE in most samples of human fat, and Walker et ah (44) noted low levels of these same compounds in restaurant meals. 

Experimental. The general conditions of experiments, and methods of investigations were similar to those described previously.However, extremely precise and reproducible results of crosslinking were achieved owing originally developed device for exposure (Pig in which the specimens may be rotated with chosen rate. Additionally, the selection of UV-sensitizers was ex-tented, and besides diphenyl sulphoxide, also dinaphtyl sulphoxide, methyl - benzyl sulphoxide, bis- p-chloro-phenyl sulphoxide, bis- 2,4-dichlorophenyl sulphoxide, were used. Also, some other compounds were examined, namely diphenyl sulphide and its p-nitro-p-amino- as well o,o-dicarboxy-derivatives, methiomethy-lene-diethyl phosphate and uranyl acetate. 

Scheme 4.15 Dynamic kinetic asymmetric transformation with p-chloro-phenyl acetate (PCPA) as acyl donor (CALB Candida antarctica lipase B).

Fluoro Chloro Phenyl T etrazole Methyl Acetal... 

Synonyms ethyl 2-hydroxy-2,2-bis(4-chloro-phenyl)acetate 4,4 -dichlorobenzilic acid ethyl ester 4-chloro-a-(4-chlorophenyl)-a-hydroxybenzeneacetic acid ethyl ester 4,4 -dichlorobenzilate... 

Phenol acetate. See Phenyl acetate Phenol alcohol. See Phenol Phenol, o-allyl-. See 2-Allylphenol Phenol, 2-amino-. See o-Aminophenol Phenol, 3-amino-. See m-Aminophenol Phenol, 4-amino-. See p-Aminophenol Phenol, m-amino. See m-Aminophenol Phenol, 3-amino-2-chloro-6-methyl-. See 5-Amino-6-chloro-o-cresol... 

Startg. m. heated 1 hr. with excess acetic anhydride in benzene 2-p-chloro-phenyl-3-methyl-4-metathiazanone. Y 82%. F. e. s. I. Nagakura, H. Oka, and Y. Nitta, Heterocycles 3, 453 (1975),... 

COCH3 Preparation by Fries rearrangement of 4-tert-butyl-2-chloro-phenyl acetate with aluminium chloride at 110-130° (82-85%) [2152,3340],... 

Preparation by treatment of 2-(4-chloro-phenyl)-l-(4-hydroxy-3-methoxy-5-nitrophe-nyl)ethanone with aluminium chloride in Cl refluxing ethyl acetate/pyridine mixture for 2h (94%) [5192], (90-96%) [5193],... 

Preparation by reaction of 70% nitric acid with 2-(4-chloro-phenyl)-1 -(4-hydroxy-3-methoxyphenyl)ethanone in acetic acid at 20° for 30 min [6254],... 

A soln. of 4-chloro-a-cyanobenzyl thiocyanate in glacial acetic acid added at 10° to a stirred soln. of 3 equivalents of HBr in the same solvent, after 2 hrs. a 5-fold excess of acetic anhydride added, and 2 hrs. later the mixture poured into water containing a little pyridine 4-acetamino-2-bromo-5-(4-chloro-phenyl) thiazole. Y 80%. F. e. s. F. Johnson and W. A. Nasutavicus, J. Org. Chem. 28, 1877 (1963). 

This is chemically 2-acetamido-(p-chloro-phenyl)-(m-trifluoromethylphenoxy)acetate it is thus closely related to clofibrate. Rot-tiers and Van Egmond(15 ) conducted a 48-week double-blind comparison between halofenate and clofibrate, but used only 1 g daily of the former and 2 g daily of the latter. Under these conditions, halofenate had less effect than did clofibrate on triglycerides, and virtually none on cholesterol levels, and one is bound to wonder whether it was not administered in too low a dose. This would explain why halofenate produced no side effects except in one patient who withdrew from the study because of gastric intolerance. The properties of halofenate are probably very similar to those of clofibrate, and its ability to potentiate the effects of anticoagulants and sulphonylureas (see above) has apparently been demonstrated (12 =). 

To 2.1 parts of benzil (0.01 mole) dissolved in 50 parts of glacial acetic acid containing 6 parts of ammonium acetate (0.078 mole) was added 1.4 parts of o-chlorobenz-aldehyde (0.01 mole), and the solution was refluxed for 2 hours. Ibe solution was then drowned in 200 parts of cold water whereupon 3.1 parts of reaction product precipitated. The product was isolated by filtration and purified by recrystallizing twice from ethanol. The product, 2-(o-chloro-phenyl)-4,5-diphenylimidazole, is a white crystalline solid having a melting point of 196° to 197° C. and the following analysis ... 

A chiral titanium complex with 3-cinnamoyl-l,3-oxazolidin-2-one was isolated by Jagensen et al. from a mixture of TiCl 2(0-i-Pr)2 with (2R,31 )-2,3-0-isopropyli-dene-l,l,4,4-tetraphenyl-l,2,3,4-butanetetrol, which is an isopropylidene acetal analog of Narasaka s TADDOL [48]. The structure of this complex was determined by X-ray structure analysis. It has the isopropylidene diol and the cinnamoyloxazolidi-none in the equatorial plane, with the two chloride ligands in apical (trans) position as depicted in the structure A, It seems from this structure that a pseudo-axial phenyl group of the chiral ligand seems to block one face of the coordinated cinnamoyloxazolidinone. On the other hand, after an NMR study of the complex in solution, Di Mare et al, and Seebach et al, reported that the above trans di-chloro complex A is a major component in the solution but went on to propose another minor complex B, with the two chlorides cis to each other, as the most reactive intermediate in this chiral titanium-catalyzed reaction [41b, 49], It has not yet been clearly confirmed whether or not the trans and/or the cis complex are real reactive intermediates (Scheme 1.60). 

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