Trimethyl-1,2,3,4-tetrahydroquinoline

Substituted aminophenols and phenolic or anilino moieties bearing N-hetero-cycles contain two distinguished CB functional centres. Substituted BQMI 57 are formed via 4-aminophenoxyl after ROO trapping by aminophenols. For example, the aminophenolic moiety creates the active part of 2,4-bis(octylthio)-6-(3,5-di-ter -butyl-4-hydroxyanilino)-1,3,5-triazine, a very efficient AO for diene based polymers. The respective QI 173 is formed transiently and 2,6-di-fm-butyl-l, 4-benzoquinone is released by hydrolysis of 173 in the ultimate phase of its lifetime [251]. The respective QI are also formed in sacrificial transformations of 6-hydroxy- or 6-anilino-2,2,4-trimethyl-1,2-DHQ, 6- or 8-hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydroquinolines or 6-hydroxycarbazole [37]. All these bifimctional heterocyclic amines are strong AO. 

Flumequine was prepared when 6-fluoro-2-methyl-1,2,3,4-tertrahydro-quinoline was first reacted with alkylidene malonates and trimethyl orthoformate in THF in the presence of p-toluenesulfonic acid, and then the products, alkylidene (6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolin-1 -yl) methylenemalonates, were cyclized in xylene on the action of polyphos-phoric acid or ethyl polyphosphate at 110-115°C for 1 hr (89EUP310849). 

Other transformations worthy of note are those concerned with the photodegradation of barbiturates, are photohydrolysis of pyridostigmine bromide, and the intermediate formation of aminyl radicals in the photoreactions of 2,2,4-trimethyl-l,2,3,4-tetrahydroquinolines. ... 

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