Hydroxy diphenyl amine

Barrett and co-workers [24] in their study of the thermal interaction between the sterically hindered phenolic antioxidant lonox 330 (1,3,5-trimethyl, 2,4,6 di- -butyl-4-hydroxy benzyl benzene) and the aromatic amine 4,4 -bis (a, a-dimethyl benzene) diphenyl amine showed by GC-MS over LC-MS that lonox 330 and its phenolic oxidation product stabilised either species. 

Unter Amin-Katalyse setzt sich 4-Acetoxy-2,5-diphenyl-3-hydroxy-thiophen-l,l-dioxid als aktivierter Ester in siedendem Toluol in guter Ausbeute mit Carbonsaure-amid-hydrox-imiden zu 1,2,4-Oxadiazolen urn 1 z.B. ... 

Hydroxy-3-(3-hydroxybutyl)-l-phenyl-l,8-naphthyridin-2( 1 //(-one 4-Hydroxy-3-iodo-1,8-naphthyridin-2( 1 //(-one 4-Hydroxy-6-methoxy-1 -phenyl-1,8-naphthyridin-2( 1 //(-one 4-Hydroxy-3-(3-methylbut-2-enyl)-l-phenyl-1,8-naphthyridin-2(l//)-one 4-Hydroxy-5-methy 1-2,7-diphenyl-1,8-naphthyridin-2( 1 //(-one 7-Hydroxymethyl-1,8-naphthyridin-2-amine... 

Ifenprodil (= l-Methyl-2-hydroxy-2-(4-hydroxyphenyl) ethyl-1 -(4-benzyl-piperidine)] -(aryl piperidine) [at(/o-3-(Indol-2-yl)-8-methyl-8-azabicyclo-[3.2.1] octane] (indolotropane) [Kynurenic acid (= 4-Hydroxy-2-quinolinecarboxylic acid)] (quinoline carboxylic acid) [Memantine (= 1-Amino-3,5 dimethyladamantane)] (amino adamantane, amino cyclic aliphatic) [Methadone (= 6-Dimethylamino-4,4-diphenyl-3-heptanone)] (aryl tertiary amine) [em/o-3-(l -Methylindol-2-yl)-8-methyl-8-azabicyclo-[3.2.1] octane(indolotropane) exo- 3-( 1 -Methylindol-2-yl)-8-methyl-8-... 

REDUCTION, REAGENTS Bis(N-methylpi-perazinyl)aluminum hydride. Borane-Di-methyl sulfide. Borane-Tetrahydrofurane. Borane-Pyridine. n-Butyllithium-Diisobu-tylaluminum hydride. Calcium-Amines. Diisobutylaluminum hydride. 8-Hydroxy-quinolinedihydroboronite. Lithium aluminum hydride. Lithium 9-boratabicy-clo[3.3.1]nonane. Lithium n-butyldiisopro-pylaluminum hydride. Lithium tri-j c-butylborohydride. Lithium triethylborohy-dride. Monochloroalane. Nickel boride. 2-Phenylbenzothiazoline. Potassium 9-(2,3-dimethyl-2-butoxy)-9-boratabicy-clo[3.3.1]nonane. Raney nickel. Sodium bis(2-methoxyethoxy)aluminum hydride. Sodium borohydride. Sodium borohy-dride-Nickel chloride. Sodium borohy-dride-Praeseodymium chloride. So-dium(dimethylamino)borohydride. Sodium hydrogen telluride. Thexyl chloroborane-Dimethyl sulfide. Tri-n-butylphosphine-Diphenyl disulfide. Tri-n-butyltin hydride. Zinc-l,2-Dibromoethane. Zinc borohydride. 

Dicyclopentadiene was used as another difunctional agent for the synthesis of an oligomeric AO from 4-methylphenol [120] (after tert-butylation, AO 99 was obtained) or diphenylamine [121]. Polymeric aromatic amines for application in rubber stabilization were obtained in the presence of acid catalysts from diphenylamine and l,4-bis(l-hydroxy-l-methylethyl)benzene or 1,4-diisopropylbenzene [122] or from iV,A -diphenyl-l,4-phenylenediamine and a,to-p-xylylenedi-chloride [123]. Polymerization of 2,2,4-trimethyl-1,2-dihydroquinoline in the presence of protic or Lewis adds [1] is very important commerdally. Oligomeric product 100 is an effective AO and AF agent for rubbers. 

Protection for primary amines. Sheehan and Guziec1 have introduced this reagent for replacement of both hydrogens of a primary amine function by incorporation into the very stable 4,5-diphenyl-4-oxazoline-2-one ring system (3).2 These Ox-protected derivatives are obtained by treatment of a primary amine or amino acid tetramethyl-ammonium salt with (1) in DMF. After stirring for 0.5 hr., the mixture is acidified (HC1) and extracted with ethyl acetate to obtain a diastereomeric mixture of hydroxy-oxazolidinoncs (2). The mixture is dehydrated to the Ox derivative (3) by trifluoroacetic acid (TFA). Ox derivatives are stable to aqueous base, refluxing ethanolic hydrazine,... 

Diphenyl-2-methylthio- und 2,4,6-Triphenyl-l,3-thiazinium-perchlorat reagieren mit Hy-drazin, Benzyl- und Anilinocarbonyl-hydrazin (bei den Acyl-hydrazinen unter Abspaltung des Acyl-Restes) zu 3,5-Diphenyl-1H-pyrazol [45-68% Schmp. 200° (Methanol)]2054. 6-Alkoxycarbonyl-2,3-dihydro-l,4-thiazin verhalt sich gegeniiber Hydrazin wie das En-amin eines 3-Oxo-carbonsaure-esters und gibt so 4-(2-Anilino-ethylthio)-5(3)-hydroxy-3(5)-methyl-1 H-pyrazol1203. 

Hydroxy-5-methylbenzophenone was converted to the corresponding substituted diphenyl-methylamines (22), which on treatment with 1,2-dibromoethane and KOH gave the 1,4-benzox-azepines (23) in good yield. Alternatively, the amine (22) was also converted to the same benzoxazepines (23) through 0,0,A -tritosylate, followed by cyclization with KOH and reduction with LiAlH4 (Scheme 7) <89UC592>. 

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