4-methoxyphenyl 3-nitrophenyl

Dihydroxy-5-nitrophenyl)(4-methylphenyl)methanone, 630 (4-Hydroxy-3-methoxy-2-nitrophenyl)phenylmethanone, 581 (2-Hydroxy-4-methoxyphenyl)(3-nitrophenyl)methanone, 612... 

Butyl, 65 Allyl, 67 Propargy, 74 p-Chlorophenyl, 74 p-Methoxyphenyl, 75 p-Nitrophenyl, 76... 

Dioxolanes, 312 4-Bromomethyl-1,3-dioxolane, 322 4-(3-Butenyl)-1,3-dioxolane, 323 4-Phenyl-1,3-dioxolane, 323 4-(4-Methoxyphenyl)-1,3-dioxolane, 324 4-(2-Nitrophenyl)-1,3-dioxolane, 324 4-Trimethylsilylmethyl-1,3-dioxolane, 324... 

N/-(4-Methoxyphenyl)hydracrylamide, A/-Phenylhydracrylamide, and A/-Benzylhydracrylamide Derivatives, 675 2-(Methyldiphenylsilyl)ethyl, 676 2-(Trimethylsilyl)ethyl, 676 2-(Triphenylsilyl)ethyl, 676 2-(S-Acetylthio)ethyl, 676 2-(4-Nitrophenyl)ethyl, 677... 

R = /)-methoxyphenyl (DMPG)2, (DMPH>2 R = p-nitrophenyl (DNPG)2, (DNPH)2... 

Amino-2-methoxyphenyl)perhydropyrido[l,2-tf]pyrazine was prepared from a 2-(5-nitro-2-methoxyphenyl)-3-one derivative by catalytic hydrogenation over Pd/C catalyst, followed by the reduction of the 3-oxo group by treatment with BH3-THF complex <1999WO99/042465>. A nitro group was reduced to an amino group in 2-[4-(3-nitrophenyl)piperazin-l-yl]butyl]perhydropyrido[l,2-tf]pyrazine-l,4-dione <2001JME186>, in 8-hydroxy-... 

C. 4-Methoxy-4 -nitrobiphonyl (3). A dry, 500-mL, three-necked, round-bottomed flask equipped with a reflux condenser, magnetic stirring bar, nitrogen gas inlet, and rubber septum (Note 1) is charged sequentially with 300 mL of anhydrous N,N-dimethylformamide (Note 13), 15.0 g (55.4 mmol) of 4-nitrophenyl trifluoromethanesulfonate (1), 27.8 g (70.0 mmol) of tributyl(4-methoxyphenyl)stannane (2) (Note 14), 7.5 g of dry lithium chloride (Note 15), and 1.6 g (4 mol percent) of bis(triphenylphosphine)palladium(ll) chloride (Note 16). The rubber septum is replaced with a Teflon stopper and the yellow mixture is heated at 100-105°C for 2.5 hr. After approximately 20 min, the reaction turns dark brown. 

X-Ray crystallographic studies on 1,2,4-thiadiazoles (see Table 1) show the 1,2,4-thiadiazole ring to be essentially planar. The X-ray structure of 4-phenyl-5-(/>-nitrophenyl)-3-(/>-methoxyphenyl)-A2-l,2,4-thiadiazoline 3 shows that the 1,2,4-thiadiazoline ring has a 30° fold around the S(l)-N(4) vector atoms S-l, N-2, C-3, and N-4 are nearly coplanar <1986JCM156>. 

Nitrobenzoylamino)-2,2-dimethylpropanamide (143 R = Me) reacts in methanol-DMSO solution with sodium methoxide to yield 5,5-dimethyl-2-(4-nitrophenyl)imidazol-4(5//)-one (144 R = Me). The 4-methoxyphenyl derivative and the parent phenyl derivative react similarly, as do compounds in which variation of the 2-substitutent (R = Pr , Ph, 4-O2NC6H4) was made. The mechanism of the cyclization probably involves initial formation of the anion of the alkanamide (145), which adds to the carbonyl group of the benzamido moiety to yield the tetrahedral oxyanion (146) proton transfer and dehydration then yield the heterocycle (144). The kinetics of hydrolysis in water at 70 °C and pH 2-11 of A-glycidylmorpholine (147) have been reported. ... 

The chlorinated intermediate 255 is eliminated and cycloadds to Cjq, yielding pyrazo-linofullerenes of the structure 257 (Scheme 4.42). The 4-nitrophenyl-group can be replaced by a 4-methoxyphenyl- or a phenyl substituent. In this reaction various aromatics and substituted aromatics are tolerated as residues R (e.g. furan, ferrocene, pyrazole or benzene and substituted benzene). The nitro group of the nitrophenyl residue can be reduced with Sn-HCl to the aniline derivative, which can be further functionalized by amide coupling with acid chlorides [311]. 

Although the preparation has been repeated, there have been no other reports of the type of reaction, (described in 1923) in which carbazole in the presence of excess potassium hydroxide and nitrobenzene at only 50°C gave a good yield of 9-(4-nitrophenyl)-carbazole, presumably via an adduct such as 43 subsequently oxidized by excess nitrobenzene and/or air. More recent examples of N-arylation of carbazoles have involved copper catalysis in reaction of aryl halides with carbazoles. Thus, copper bronze and potassium carbonate heated with the carbazole and the appropriate aromatic halide have produced 9-(4-methoxyphenyl)- and 9-(2-tolyl)carbazoles 9-(4-phenylphenyl)carbazole, l,4-di(carbazol-9-yl)benzene, 4,4 -di(carbazol-9-yl)biphenyl, and 9-(2-pyridyl)- and 9-(2-quinolyl)carbazoles 9-[2-(2-phenylphenyl)phenyl]- and 9-[2-(4-methylphenyl)phenyl] carbazoles 9-(3-bromo-6-nitrophenyl)-, 9-[3-(carbazol-9-yl]-, 9-(2-nitrophenyl)-, 9-(4-methyl-2-nitrophenyl)-, 9-(4-methoxycarbonyl)-l-nitro-, and l-nitro-9-(4-tolyl)carbazoles 9-(2-methoxycarbonylphenyl)carbazole 9-[2- 2-... 

The procedure described here is based on a method outlined in U. S. patent 2,444,536.2 N-Phenylmaleimide has also been prepared by the dry distillation of the aniline salt of malic acid, 4 by treating the aniline salt of malic acid with phosphorus pent-oxide,5 and by treating maleanilic acid with phosphorus trichloride or with phosphorus pentoxide.5 Ring-substituted N-phenylmaleimides, viz., N-(/>-methoxyphenyl)-, N-(p-ethoxy-phenyl)-, and N-(/>-nitrophenyl)maleimide, have been prepared by treatment of the appropriate maleanilic acids with acetic anhydride and fused potassium acetate.7... 

This procedure illustrates the best way to prepare aryl isocyanides. It is quite general, having been used by Ugi and Meyr e to make the following isocyanides from the corresponding form-amides phenyl (56%), />-tolyl (66%), 2,6-dimethylphenyl (88%), mesityl (80%), o-chlorophenyl (43%), -chlorophenyl (54%), 2-chloro-6-methylphenyl (87%), -methoxyphenyl (64%), p-di-ethylaminophenyl (75%), -nitrophenyl (41%), and 2-naphthyl (50%). Aliphatic isonitriles are generally best prepared by a simpler procedure involving the action of phosphorus oxychloride on an N-alkylformamide in the presence of pyridine.7... 

The characteristics of the 1,3-dipolar cycloaddition mechanism of azides and other 1,3-dipoles (such as diazoalkanes, azo-methine imines, nitrones, nitrile imines, nitrile oxides) have been described in detail by Huisgen.191 19 According to the author, the addition of a 1,3-dipole (a b c) to a dipolarophile (d e) occurs by a concerted mechanism in which the two new a bonds are formed simultaneously although not necessarily at equal rates (32). As a consequence, a stereoselective cis addition is observed. Thus, the addition of p-methoxyphenyl azide to dimethyl fiynarate (33) yields l-(p-methoxyphenyl)-4,5-froiw-dicarbomethoxy-AMriazoline (34),194 and 4-nitrophenyl azide gives exclusively the respective cis-addition products 35 and 36 on addition to irons- and cis-propenyl propyl ether.196... 

Oxaziridine, 2- t-butyI-3-(4-nitrophenyl)-hydrolysis rate constant, 7, 207 (71JCS(B)778) Oxaziridine, 2-t-butyl-3-phenyl- 7, 205 (57JOC1263) hydrolysis rate constant, 7, 207 (71JCS(B)778) Oxaziridine, 2-ethyl-3-(4-methoxyphenyl)-UV, 7, 201 (B-67MI50800)... 

Bromo-3 (4-nitrophenyl)-37/-diazirine, 2641 3-Chloro-3-methoxydiazirine, 0730 3-Chloro-3-methyldiazirine, 0729 3-Chloro-3-trichloromethyldiazirine, 0607 3-Chloro-3-trifluoromethyldiazirine, 0590 Chloro-(4-methoxyphenyl)diazirine, 2923 Diazirine, 0404... 

A mixture of 13.4 parts of l-(4-methoxyphenyl)piperazine dihydrochloride, 7.9 parts of l-chloro-4-nitrobenzene, 10 parts of potassium carbonate and 90 parts of N,N-dimethylformamide is stirred and refluxed overnight. The reaction mixture is diluted with water and the product is extracted twice with trichloromethane. The residue is triturated in 4-methyl-2-pentanone. The product is filtered off and crystallized from 1,4-dioxane, yielding 10.5 parts (67%) of l-(4-methoxyphenyl)-4-(4-nitrophenyl)piperazine melting point 195.1°C. 

Detailed proton NMR spectroscopic data on a variety of fused and spiro thietane and thiete derivatives was tabulated in the corresponding sections of CHEC(1984) and CHEC-II(1996). Therefore, only limited, newer information is presented here. A series of iV-(4-methoxyphenyl), iV-(l -naphthyl), iV-benzyl, and iV-(4-nitrophenyl)-,/V-(thietan-3-yl)benzene- or methanesulfonamides 13 as well as the analogous iV-aryl-iV-(thietan-3-yl)-2-nitroben-zenesulfonamides 14, 3-arylaminothietanes 15, iV-(4-aryl)-iV-(l-oxothietan-3-yl)-2-nitrobenzenesulfonamides 16, iV-(l,l-dioxothietan-3-yl)-Ar-(aryl)-2-nitrobenzenesulfonamides 17, 3-(4-arylamino)thietane 1,1-dioxides 18, and iV-(4-aryl)-iV-(thietan-2-yl)benzamides 19 were identified on the basis of their H NMR spectra <2005RJ01023>. 

The assertion of W. L. F. Armarego [in Advances in Heterocyclic Chemistry (A. R. Katritzky, ed.), Vol. 1, pp. 282-283. Academic Press, New York, 1963], attempts made to prepare l,2-dimethyl-l,4-dihydroquinazo-lines from o-methylaminobenzyl chloride hydrochloride and acetonitrile in the presence of stannic chloride gave l,2-dimethyl-4(lH)-quinazolinone [M. Lora-Tamayo, R. Madronero, and G. G. Munoz, Ber. 94, 208 (1961)] , is mistaken. This type of reaction has permitted the preparation, for the first time, not only of l-methyl-2-phenyl-, l-methyl-2-(o-nitrophenyl)-, and l-methyl-2-(p-methoxyphenyl)-l,4-dihydroquinazolines, but also of 1,2-dimethyl-l,4-dihydroquinazoline. The stability of these compounds depends in a great measure on the substituent on position 2. Contrary to the statement of Armarego, the infrared spectrum of the tin complex has not been recorded by us. 

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