2- methoxycarbonyl-4-methylphenyl

Reaction of 2-cyanomethylpyridine with iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)-iV -(4-methylphenyl)carbodiimides, and with (1,1,2,2,2-pentachloro- and l,l-dichloro-2,2,2-trifluoroethyl)isocyanates or A-methoxycarbonyl-l,2,2,2-tetrachloro-, — l-chloro-2,2-trifluoroacetaldehyde imines afforded 3-aryl-4-cyano-l-(4-methylphenyl)imino-3-trifluoromethyl-2,3-dihydro-17/-pyrido[l,2-f]pyrimidines and 4-cyano-3-trichloro-, 4-cyano-3-trifluoro-17/-pyrido[l,2-4pyrimidin-l-ones, respectively <2004CHE47>. Refluxing 2-cyanomethylpyridine and iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)isocyanates in benzene furnished l-aryl-4-cyano-l-trifluoromethyl-l,2-dihydro-3//-pyrido[l,2-4pyrimidin-3-ones. However, when the solution of the isocyanate was added dropwise to the solution of 2-cyanomethylpyridine, and the reaction mixture was then treated with NEt at room temperature, the isomeric 3-aryl-4-cyano-3-trifluoromethyl-2,3-dihydro-l//-pyr-ido[l,2-dpyrimidin-l-ones were obtained. Reaction of l-(acetyl- and benzoylmethylene)-6,7-dimethoxy-l,2,3,4-tetra-hydroisoquinolines with PhCONCS yielded 1-acetyl-, 1 -benzoyl-9,10-dime thoxy-3-pheny 1-6,7-dihydro-2//-pyrimido[6,l- ]isoquinoline-2-thiones <2003SL2369>. 

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-... 

Abbreviations Ac acetyl AIBN azobisisobutyronitrile All allyl Bn benzyl Bz benzoyl ClAc chloroacetyl DAST diethylaminosulfur trifluoride DBU l,8-diazabicyclo[5.4.0]-undec-7-ene DDQ 2,3-dichloro-5,6-dicyano-/)-benzoquinone DMDO dimethyldioxirane DMTST dimethyl(methylthio)sulfonium trifluoromethanesulfonate Fmoc 9-fluorenyl-methoxycarbonyl HDTC hydrazine dithiocarboxylate IDCP iodonium di-collidine perchlorate Lev levulinoyl MBz 4-methylbenzoyl Me methyl MEK methyl ethyl ketone MP 4-methoxyphenyl NBS iV-bromosuccinimide NIS A-iodosuccinimide Pent n-pentenyl Pfp pentafluorophenyl Ph phenyl Phth phthaloyl Piv pivaloyl PMB 4-methoxybenzyl TBAF tetrabutylammonium fluoride TBDMS tcrt-butyldimethylsilyl TBDPS tert-butyldiphenylsilyl TCA trichloroacetyl TES triethylsilyl Tf trifluoromethanesulfonyl TMS trimethylsilyl Tol 4-methylphenyl Tr trityl Troc 2,2,2-trichloroethoxycarbonyl Ts tosyl. 

OiiOsjS Cii, Osmium, tridecacarbonyldi-(ji,-thio-tetra, 26 307 0 iP2RujCwHv, Ruthenium, decacar-bonyl(dimethylphenylphosphine)-tetrahydrido[tris(4-methylphenyl) phosphitejtetra-, 26 278 OuFe4NC2iHM, Ferrate(l -), dodecacar-bonyl[ ji -(methoxycarbonyl)methy-lidynejtetra-, tetraethylammonium 27 184... 

W-Bis (4-methoxyphenyl) methyl, 908 W-Bis (4-methoxyphenyl)phenylmethyl, 908 W-Diphenylmethyl, 909 W-Bis (4-methylphenyl)phenylmethyl, 909 W-Bis (4-methoxyphenyl)phenylmethyl, 909 W-Bis (4-methylsulhnylphenyl)methyl, 909 W-Triphenylmethyl, 909 W-9-Phenylfluorenyl, 910 W-Bis(trimethylsilyl)methyl, 910 W-f-Butoxycarbonyl, 910 W-Benzyloxycarbonyl, 911 W-Methoxycarbonyl, 912 W-Ethoxycarbonyl, 912 W-p-Toluenesulfonyl, 912 W-Trimethylsilylethylsulfonyl, 913 W,0-Isopropylidene Acetal, 914 iV,0-Benzylidene Acetal, 914 W,0-Methoxybenzylidene Acetal, 914 W.O-Formylidene Acetal, 915... 

A soln. of methyl 3-methoxy-4-methoxycarbonyl-5-methylphenyl carbonate in methanol shaken and treated with aq. N NaOH, allowed to stand for 2 hrs. 

Synonyms Beetomax Beetup Betanal Betanal E Betosip EP 452 Fender Fenmedifam Goliath Gusto /w-Hydroxycarbanilic acid methyl ester /w-methyl-carbanilate Kemifam 3-Methoxycarbonylaminophenyl 3-methylcarbanilate 3-((Methoxycarbonyl)amino)phe-nyl (3-methylphenyl)carbamate Methyl /w-hydroxy-carbanilate /w-methylcarbanilate Methyl 3-(3-methylcarbaniloyloxy)carbanilate 3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyI ester Methyl 3-(/w-tolylcarbamoyloxy)phenylcar-bamate Pistol Protmm K Schering 38584 SN 4075 SN 38584 Spin-Aid Vangard. 

Methyl-2-oxo-l,3-dithiolo[4,5-6]quinoxaline, see Quinomethionate (Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester, see... 

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