Methyl toluidine

Rearrangement of Alkyl Anilines.—Both mono-methyl aniline and di-methyl aniline undergo an interesting rearrangement when their salts are heated in sealed tubes to 250°-350°. The mono-methyl aniline yields a mixture of ortho- and para-toluidines while the dimethyl aniline yields first a mixture of ortho- and para-mono-methyl toluidines and then finally from each of these intermediates there is obtained unsymmetrical meta-xylidine only. 

TEST Aniline 0- toluidine m-> toluidine P-. toluidine I- naphthyl- amine 2- naphthyl- amine mono- methyl- aniline diphenyl- amine dimethyl- aniline triphenyl- amine... 

Methylaniline Ethylaniline n-Propylaniline n-Butylaniline Benzylaniline 2 -MethyIbenzylamine N-Ethylbenzylamine 2 -Methyl o-toluidine N-Methyl m-toluidine 2 -MethyI p-toluidine N-Ethyl o-toIuidine N-Ethyl m-toIuidine 2S -Ethyl p-toluidine 2 -MethyI a-naphthylamine N-Methyl p-naphthylamine N-Phenyl- a-naphthylamine 2 -Phenyl-P-naphthylamine... 

Acetyl-AT-methyl-o tolnidine Acetyl-AT-raethyl-m-toluidine. Acetyl-AT-methyl-p-toluldine. Acetyl-AT-methyl-a-naphthylam Ine Acety l- /-raethy 1- -naphthy lamlne... 

Acryhc stmctural adhesives have been modified by elastomers in order to obtain a phase-separated, toughened system. A significant contribution in this technology has been made in which acryhc adhesives were modified by the addition of chlorosulfonated polyethylene to obtain a phase-separated stmctural adhesive (11). Such adhesives also contain methyl methacrylate, glacial methacrylic acid, and cross-linkers such as ethylene glycol dimethacrylate [97-90-5]. The polymerization initiation system, which includes cumene hydroperoxide, N,1S7-dimethyl- -toluidine, and saccharin, can be apphed to the adherend surface as a primer, or it can be formulated as the second part of a two-part adhesive. Modification of cyanoacrylates using elastomers has also been attempted copolymers of acrylonitrile, butadiene, and styrene ethylene copolymers with methylacrylate or copolymers of methacrylates with butadiene and styrene have been used. However, because of the extreme reactivity of the monomer, modification of cyanoacrylate adhesives is very difficult and material purity is essential in order to be able to modify the cyanoacrylate without causing premature reaction. 

Pigment Red 3 [2425-85-6] 12120 Beta-Naphthol (Toluidine Red) coupling of dia2oti2ed 2-nitto-4-methyl-aniline with 2-naphthol... 

Derivatives. Small amounts of alkyl quiaolines are present ia the tars resulting from the carbonization and Hquefaction of coal (111). Good yields of 4-methyl quinoline, 4,6-dimethyl quinoline [826-77-7], and 4,8-dimethyl quinoline [13362-80-6] are obtained from 4-(diethylamino)-2-butanone and the appropriate aniline. This approach is a promising addition to the traditional syntheses discussed eadier (112). Vlaylacetylene reacts with mercuric chloride and either aniline or -toluidine to yield 4-methyl- and 4,6-dimethyl quinoline, respectively (113). 

BenZotrichloride Method. The central carbon atom of the dye is supphed by the trichloromethyl group from iJ-chlorobenzotrichloride. Both symmetrical and unsymmetrical triphenyhnethane dyes suitable for acryhc fibers are prepared by this method. 4-Chlorobenzotrichloride is condensed with excess chlorobenzene in the presence of a Lewis acid such as aluminium chloride to produce the intermediate aluminium chloride complex of 4,4, 4"-trichlorotriphenylmethyl chloride (18). Stepwise nucleophihc substitution of the chlorine atoms of this intermediate is achieved by successive reactions with different arylamines to give both symmetrical (51) and unsymmetrical dyes (52), eg, N-(2-chlorophenyl)-4-[(4-chlorophenyl) [4-[(3-methylphenyl)imino]-2,5-cyclohexadien-l-yhdene]methyl]benzenaminemonohydrochloride [85356-86-1J (19) from. w-toluidine and o-chloroaniline. 

Toluene-2,4-diammonium sulphate (4-methyl-m-phenylenediamine sulphate) o-Toluidine... 

The foinialion of iosaniiine fioni a mi tuie of aniline, o- and / -toluidine is represented by assiiining that the methyl-gioup of /-toluidine acts as the link which connects the nuclei of aniline and n-toiuidine. 

Preparation of Intermediate Compound 2-Methyl-3-o-Tolyl-6-Sulfamyl-7-Chloro-4(3H)-Quinazoiinone Set up a 5-liter 3-necked flask fitted with a stirrer, condenser and a drying tube. To a stirred mixture of 100 g (0.342 mol) of powdered 4-chloro-5-sulfamyl-N-acetylanthranilic acid, 40.2 g (0.376 mol) of o-toluidine and 2.0 liters of dry toluene was added dropwise, over a period of 15 minutes, 21.7 ml (34.1 g) (0.248 mol) of phosphorus trichloride. The mixture was then refluxed for 10 hours. The solid turned somewhat gummy towards the latter part of the first hour. The mixture then became more free flowing as heating was continued. Let stand overnight. The yellow solid was filtered, washed with toluene and dried. The toluene filtrate was discarded. The dried solid was triturated with 1.5 liters of 10% sodium bicarbonate, filtered and the cake washed with water. The filtrate on acidification yielded 11.5 g of the starting acid. The damp product was dissolved in 4,5 liters of 95% ethanol and the solution treated with charcoal and filtered. On cooling filtrate yielded 69.5 g (55.5%) of the title compound, MP 271.5° to 274°C. 

A mixture of 4.0 grams of N-methyl-3-toluidine and 2.8 grams of sodium hydrogencarbon-ate in 50 cc of acetone was stirred at 0° to 10°C and 7.4 grams of 2-naphthyl chlorothiono-formate was added in small portions thereto and the mixture was heated under reflux for 30 minutes. The cooled mixture was poured into about 150 cc of cold water and 2-naphthvl-N-methvl-N-(3-tolyl)thionocarbamate was obtained as white crystals. Yield is 9.1 grams (90 o). Recrystallization from alcohol gave colorless needle crystals, MP 110.5° to 111.5°C. 

The typical systems are BPO-DHET(N,N-di(2-hy-droxyethyl)-p-toluidine) system, BPO-DHPT(N,N-di(2-hydroxypropyl)-p-toluidine) system, BPO-HMA(N-2-hydroxyethyl-N-methyl-aniline), and BPO-HMT(N-2-hydroxylethyl-N-methyl-p-toluidine) system [17-19]. Their polymerization rate and overall activation energies of polymerization Ea are determined and the data are compiled in Table 2. 

Through radical trapping and ESR spectrum the same radical, i.e., A/-methyl-p-toluidine methyl radical, as in the BPO-DMT system was verified but with a weakened signal. Therefore, the above result favored our formerly proposed mechanism as follows ... 

Similar results were obtained in the photografting reaction of N-methyloyloxethyl-N-methyl-p-toluidine... 

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