Amino-p-xylene

DinitTO-l, 4-dimethylbenzene, ndls (from ale), mp 123—24° prepd by heating diazotized 3,5 dinitro-2-amino-p-xylene with ale (Ref 1, p388 Ref 2, pl88 Ref 3, p302 ... 

Synonyms 1-Amino-2,5-dimethylbenzene 3-Amino-1,4-dimethylbenzene 2-Amino-1,4-xylene 2-Amino-p-xylene 2,5-Dimethylaniline... 

Blanksma, Sec. trav. cJiim., 1909, 28, 93. 3 5-Dinitro-p-xylidina (3 5-DinUro-2-amino- p-xylene). 

The reaction of various A-tosylated a-amino acids (94) with benzene in concentrated sulfuric acid yielded diphenyl derivatives (95)." The mechanism proposed for the reaction (Scheme 9) involves initial protonation of the carboxyl group to give (96), which suffers decarbonylation to the A-tosyliminium salt (97). This reactive electrophile (97) interacts with benzene to give a monophenyl compound (98) which, via a Friedel-Crafts reaction, interacts with another molecule of benzene to yield the diphenyl compound (95)." Toluene and p-xylene reacted analogously to yield diarylated products. 

OaN-C-C(CHs)-C-NOa (decomp) and defgr when heated to higher temps. Sol in ale, ethyl acetate and ether. Was obtained (tog ether with 3,5-din itro-p-xylene-2-diazoniumnitrate) by treating. 5-amino-p-xyIene-2-sulfonic acid with HN03 (d 1.51) at -5°- Its expl props were not investigated... 

An other method, described by Coessens et al. [130], is the conversion of the azide group into the phosphoranimine end groups and subsequent hydrolysis to the amino end groups (Scheme 18). This procedure was used to synthesize diamine telechelic oligomers of PSs. Styrene was initiated by a difunctional initiator (ajOf -dibromo-p-xylene) yielding a/o-dibromo PSs. The bromine atoms are then converted into amino end-groups [123]. 

Bipheool (2,4 -Di-hydroxybiphenyl) 2,S-Dimethylresorcinol (2,6-Dihydroxy-p-xylene) 2-Amino-i,5-diincthyl-phenol... 

A mixture consisting of 4 grams of 1,2,3,4-tetrahydro-4,4-dimethyl-7-methoxy-isochromane-dione-(1,3) (MP 95° to 97°C), 2.53 grams of 4-aminosulfonyl-phenyl-(2)-ethylamine and 150 ml of xylene was heated for 2 hours at its boiling point in an apparatus provided with a water separator. Thereafter, the reaction mixture was allowed to cool and was then vacuum-filtered, and the filter cake was recrystallized from n-propanoi in the presence of activated charcoal. 2.9 grams (58% of theory) of 1,2,3,4-tetrahydro-4,4-dimethyl-2-(p-amino-sulfonylphenyl-(2)-ethyl]-7-methoxy-isoquinolinedione-(1,3), MP 203° to 205°C, of the formula below were obtained. 

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