4-Bromophenyl sulfide

The same reaction with di-(4-bromophenyl) disulfide produced 2,5-dimethoxyphenyl 4-bromophenyl sulfide which distilled at 150-170 °C at0.5 mm/ Hg and could be recrystallized from MeOH to give a product that melted at 72-73 °C. Anal. (C14H 3Br02S) C,H. This was being directed towards 2,5-dimethoxy-4-(4-bromophenylthio)phenethylamine (2C-T-11) but it also was abandoned. 

SCHEME 109. Enantioselective oxidation of benzyl d-bromophenyl sulfide by TBHP in the presence of chiral titanium catalysts... 

A soln. of 3 moles of chlorine in the minimum amount of GGI4 added during ca. 0.5 hr. to a soln. of m-bromothioanisole in the same solvent, after abatement of the spontaneous HGl-evolution heated ca. 3 hrs. on a water bath until the HGl-evolution ceases trichloromethyl 3-bromophenyl sulfide. Y 82%. F. e. and limitations s. A. Senning and S.-O. Lawesson, Acta Ghem. Scand. 16, 117 (1962). 

Triphenylsilyl- 300 and 2- and 3 - trimethylsily benzo[6]thio-phene 391,392 have been prepared, and their rates of cleavage by acids and bases measured. The reaction between 2-benzo[6 thienyltrichloro-silane and jp-bromophenyl methyl sulfide in the presence of sodium gives 2-[tri( )-methylthiophenyl)silyl]benzo[6]thiophene.3fl ... 

Chiral (salen)Mn(III)Cl complexes are useful catalysts for the asymmetric epoxidation of isolated bonds. Jacobsen et al. used these catalysts for the asymmetric oxidation of aryl alkyl sulfides with unbuffered 30% hydrogen peroxide in acetonitrile [74]. The catalytic activity of these complexes was high (2-3 mol %), but the maximum enantioselectivity achieved was rather modest (68% ee for methyl o-bromophenyl sulfoxide). The chiral salen ligands used for the catalysts were based on 23 (Scheme 6C.9) bearing substituents at the ortho and meta positions of the phenol moiety. Because the structures of these ligands can easily be modified, substantia] improvements may well be made by changing the steric and electronic properties of the substituents. Katsuki et al. reported that cationic chiral (salen)Mn(III) complexes 24 and 25 were excellent catalysts (1 mol %) for the oxidation of sulfides with iodosylbenzene, which achieved excellent enantioselectivity [75,76]. The best result in this catalyst system was given by complex 24 in the formation of orthonitrophenyl methyl sulfoxide that was isolated in 94% yield and 94% ee [76]. 

The checkers identified the two major impurities as p-bromophenyl vinyl sulfide (see Note 5) and 2-chloroethyl phenyl sulfide by GCMS analysis. 

Bromophenyl)[2-trifluoromethyl-4-(E-ethoxycarbonyl)ethenyl)-phenyl]sulfide... 

A finely ground mixture of 3-bromophenyl trichloromethyl sulfide (142 g, 0.47 mol) and SbFj (110 g, 0.62 mol) was heated in a 250-mL Claisen flask to 150 C. When the initial reaction subsided the temperature was rapidly raised and the fraction boiling at 190-205 C was collected. The fraction was dissolved in EtjO and washed with 6 IVI HCl (4 x 150mL) and H2O (2 x 200 mL). The Et20 solution was dried (MgSO. ), the solvent removed and the residue distilled to give the product yield 7.3 g(62%) bp 192 - 194 C/760 Torr. 

HYDROXYL GROUPS t-Butylchlorodi-methylsilane. f-Butyldimethylsilyl perchlorate. f-Butyl chloromethyl ether. Chloromethyl methyl sulfide. 9-Chloro-9-phenylxanthene. 2-Chlorotetrahydro-furane. d-Methoxyethoxymethyl chloride. 2-Tetrahydrothicnyl diphenyl-acetate. Tris(p-bromophenyl)ammonium-yl hexachloroantimonate. 

B is( -butylthio)benzene and 1,4-bis( -butylthio)benzene have been prepared from the corresponding dibromobenzene and cuprous w-butylmercaptide, using a mixture of quinoline and pyridine as solvent.6, l,2-Bis(phenylthio)benzene and 1,4-bis(phenylthio)benzenehave been prepared from the corresponding dichloro- or dibromobenzenes and cuprous phenylmercaptide, using a mixture of quinoline and pyridine as solvent.5 1,4-Bis(phenylthio)benzene has also been prepared from -dibromo-benzene or -bromophenyl phenyl sulfide and lead phenylmercaptide 7 and from diazotized 4-aminophenyl phenyl sulfide and sodium phenylmercaptide.8... 

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