Cyano 4-methylphenyl

Chung and coworkers reported an efficient stereoselective synthesis of dual orexin receptor anatagonist MK-6096 (61) (Scheme 41) (14OL5890). The pyrimidine moiety was introduced via a Negishi coupling reaction of 2-chloropyrimidine with (2-cyano-4-methylphenyl)zinc(II) chloride. Subsequent hydrolysis with 12N HCl in acetonitrile furnished the required carboxylic acid, which was coupled with the hydrochloric acid salt of amino ether 62 via a 1-propylphosphonic-anhydride-catalyzed amidation. The overall yield of this synthesis was 37%. 

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>. 

Aryl-7-(4 -diethylamino-2 -methylphenyl)imino-6-methyl-pyrazolo[5,1-r] [1,2,4]triazoles 57 <2002ARK133> 7-ben-zylidenc-6-mcthyl-3-phenylimino-2//-pyrazolo[5,l-r [ 1,2,4]triazole 58 and 6-benzylidene-6-methyl-2-phenyl-3-phenyli-minopyrazolo[5,l -z][ 1,2,4]triazoIe 59 < 1998PS( 134/135)119> 3-phenyIamino(l//)pyrazolo[5,l -r 1,2,4]triazol-6-oI 60 and l-phenyl-3-phenylamino(l//)pyrazolo[5,l-r][l,2,4]triazol-6-ol 61 <1999EJC175> 6-amino-7-cyano-3-phenylpyra-... 

Heating 4-cyano-l-(4-methylphenyl)-l-trifluoromethyl-2,3-dihydro-lH-pyrido[l,2-c]pyrimidin-3-one in POCl3 for 6 h provided 3-chloro-lH-pyrido[l,2-c]pyrimidine in 89% yield (05MI1). 

The 1-phenylpyrazole core has been shown to bestow pharmacological activity in a number of areas in the pharmaceutical and agrochemical industries. In the latter field, select examples of biological activities include insecticidal, miticidal, and herbicidal. More specifically, 1-phenylpyrazoles with alkyl, acyl, thioalkyl, or cyano substituents at the 4-position exhibit potent insecticidal activity. In particular, 5-amino-I-(2,6-dichloro-4-trifluoro-methylphenyl)-4-trifluoromethanesulfinyl-l//-pyrazole-3-carbonitrile (Fipronil ) is one of the most commercially successful insecticides. In fleas, ticks, and other arthropods, it acts as a gamma-aminobutyric acid (GABA)-gated... 

Benzamide, N-(5-chloro-4-((4-chlorophenyl)cyano-methyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo- 5 -Chloro-a -(p-chlorophenyl)-a -cyano-3,5-diiodo-2, 4 -salicyloxylidide N-(5-Chloro-4-((4-chlorophenyl)-cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo-benzamide Qosantel Closantelum EINECS 260-967-1 Flukiver R-31520 Seponver. A proprietary preparation containing closantel a veterinary anthelminSc (flukicide). Crystals mp = 217.8 . Janssen Chimica. 

UVA 2-hydroxy-4-octyloxybenzophenone 2-hydroxy-4-methoxybenzophenone 2-(2H-benzotriazol-2-yl)-p-cresol 2-(2H-benzotriazole-2-yl)-4,6-di-tert-pentylphenol 2-(2H-benzotriazole-2-yl)-4-(1,1,3,3-tetraethylbutyl)phenol 2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazole-2-yl)-phenol 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy) phenol ethyl-2-cyano-3,3-diphenylacrylate HAS 1,3,5-tri-azine-2,4,6-triamine, N,N [1,2-ethane-diyl-bis[[[4,6-bis[butyl-(1,2,6,6-pentamethyl-4-piperidinyl)amino]-1,3,5-triazine-2-yl] imino]-3,1 -propanediyi] bis[N ,N -dibutyl-N ,N -bis(1,2,2,6,6-pentamethyl-4-piperidinyl)- bis(2,2,6,6-tetramethyl-4-piper-idyl) sebacate 2,2,6,6-tetramethyl-4-piperidinyl stearate N,N -bisformyl-N,N -bis-(2,2,6,6-tetramethyl-4-piperidinyl)-hexamethylendiamine alkenes, C20-24-.alpha.-, polymers with maleic anhydride, reaction products with 2,2,6,6-tet-ramethyl-4-piperidinamine 1,6-hexanediamine, N, N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with 2,4-di-ohloro-6-(4-morpholinyl)-1,3,5-triazine 1,6-hexanediamine, N,N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with morpholine-2,4,6-trichloro-1,3,5-triazine reaction products, methylated Phenolic antioxidants ethylene-bis(oxyethylene)-bis(3-(5-tert-butyl-4-hydroxy-m-tolyl)-propionate) 2,6,-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5,-triazine-2-ylamino) phenol pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate) 2-(1,1 -dimethylethyl)-6-[[3-(1,1 -dimethylethyl)-2-hydroxy-5-methylphenyl] methyl-4-methylphenyl acrylate isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,2 -ethylidenebis (4,6-di-tert-butylphenol) 2,2 -methylenebis(4-ethyl-6-tertbutylphenol) 3,5-bis(1,1-dimethyethyl)-4-hydroxy-benzenepropanoic acid, C13-15 alkyl esters phenol, 4-methyl-, reaction products with dicyclopen-tadiene and isobutene Phosphite trinonylphenol phosphite isodecyl diphenyl phosphite... 

Other Names 2H-Tetrazolium, 5-cyano-2,3-bis(4-methylphenyl)-, chloride 5-Cyano-2,3-ch-(p-tolyl)tetra-... 

N-[3 -(4-Methy Iphenyl)-1 -phenyl-1 H-pyrazol-4-methylidene] -cyanoacetic acid hydrazide 154 was synthesised in an excellent yield by condensing 3-(4-methylphenyl)- -phenyl-lH-pyrazole-4-carboxaldehyde with cyano-acetic acid hydrazide. This intermediate was converted to the 4-amino-3-aryl-5-[3-(4-methylphenyl)-1 -phenyl-1 H-pyrazol-4-methylidenehydrazinocarbonyl] -thiazole-2(3H)-thiones 155 (Scheme 72), following the method described by Gewald, it involved the reaction of the cyanoacetic acid hydrazide derivative 154 with sulphur and the appropriate aryl isothiocyanate in the presence of triethylamine as a basic catalyst. Cyclisation of 145 to the 3-aryl-6-[3-(4-methylphenyl)-l-phenyl-1 H-pyrazol-4-methylideneamino] -2-thioxo-2,3 -dihydrothiazolo [4,5 -djpyrimidin-7(6H)-ones 156 was achieved by heating the former with a mixture of triethyl orthoformate and acetic anhydride (1 1) [4],... 

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