Toluidide, aceto

Aceto-m-toluidide [537-92-8] from H2O, EtOH or aqueous EtOH. 

Aceto-p-toluidide [103-89-9] M 149.2, m 146 , b 307 /760mm. Crystd from aqueous EtOH. 

The most extensive study of the effect of conditions upon the kinetics of bromination was made by Robertson et al.23l 279, who measured the rates of bromination of alkylbenzenes, acetanilide, aceto-p-toluidide, mesitylene, anisole and p-tolyl methyl ether in acetic acid at 24 °C. They found that at relatively high concentrations of bromine (A//40-M/100) the reaction is second-order in bromine, i.e. the rate equation is... 

Aceto-m-toluidide [537-92-8] m 65.5 , b 182-183 /14mm, 307 /760mm. Crystd from H2O, EtOH... 

Indazole has been prepared according to the method reported in Organic Syntheses.6 The present method employs milder reaction conditions. Recently, indazole has been prepared by the hydrolysis or reduction of 3-cyanoindazole,6 by heating l-o-tolyl-3,3-dimethyltriazine,7 by the coupling of N-nitroso-o-benzo-(or aceto)-toluidide,8 9 and by the decomposition of cis-2-stil-benediazonium fluoroborate.10... 

An example is the preparation of 1-methyl-3-nitrobenzene from A -(4-methyl-phenyl)ethanamide (aceto-para-toluidide) ... 

Amino-4,5 -dinitrotoluene colorl ndles 191-191.5 4 4-nitro-aceto-o- toluidide —... 

Amino-4,5-dinitrotoluene large, brn-yel ndles 141 4 5-nitro-aceto-m- toluidide —... 

Amino-2,5 -dinitr otoluene dk red ndles 190-191 4 2-nitro-aceto-p- toluidide —... 

SYNS p-ACETAMIDOTOLUENE p-ACETO-TOLUIDE 4-ACETOTOLUIDE 4-(ACETYL-AMINO)TOLUENE N-ACETYL-p-TOLUIDIDE ACETYL-p-TOLUIDINE p-METHYLACETANILIDE 4-METHYLACETANILIDE 4 -METHYLACETANILIDE... 

Acetoxymercuri - aceto - o toluidide.— Ten grams of o-aceto-toiuidicle in 250 e.c. of hot water are treated with 20 grams of mercuric acetate and the mixture boiled for forty minutes, then Altered whilst hot. It is then cooled in ice for twenty-four hours, the solution yielding 7 grams of needles, 28 per cent, yield. After recrystallisation from 80 per cent, alcohol, the needles melt at 238° C. (eorr.). With iodine it gives 5-iodo-aceto-o-toluidide. Treatment vith sodium chloride solution yields the chloromercuri-aceto-o-toluidide, M.pt. 167° C., which may also be obtained by acetylation of the chloromercuri-o-toluidine. 

Diacetoxymercuri aceto-o-toluidide.—Diacetoxymercuri-o-toiu-idine is dissolved in ethyl acetate and acetylated by means of acetic anhydride. The product melts at 240° C, and by double decomposition the following are obtained chloride bromide, microscopic needles iodide, precipitated in flocks, which gradually change to a crystalline modification on standing. The acetate with iodine gives long, silky needles, M.pt. 222-5° C. (corr.), which contain no mercury. 

Acetoxymercuri-aceto-m-toluidide may be obtained from an aqueous solution of mercuric acetate and the toluidide by heating for one hour. Yield 20 per cent. It gives crystals from 30 per cent, alcohol, M.pt. 99 C. 

If the above diacetoxy compound is acetylated, diacetoayymercun-aceto-m-toluidide is formed. It is insoluble in organic solvents, slightly soluble in hot water, and easily soluble in ammonium hydroxide. With iodine 4 6-di-iodoaceto-m-toluidide is obtained. In a similar manner the triacetoxymercuri compound yields a toluidide, as a heavy insoluble powder. 

Diacetoxymercuri-aceto-m-toiuidide, prepared from the 1 3 4 6 compound, forms tufts of needles, M.pt. 250 C., and may be converted to 4 6-dibromo-aeeto-m-toluidide d-acetoxymercuri-aceto-m-toluidide melts at 192 C. and yields 6-bromoaceto-m-toluidide 2 5-diacetoxymercuri-aceto-mdoluidide forms silky, white needles, M.pt. 183" to 184" C. 

Hydroxymercuri aceto-p-toluidide anhydride is obtained from... 

C clopentadiene, reaction with mercuric chloride, 190. Diacetoxymercuri-aceto-o-toluidide, chloride, bromide, iodide, 130. 

Hydroxymercuri-acetic acid, anhydride of, salts of, 59, 60. Hydroxymercuri-aceto-p-toluidide anhydride, 131. 

Beilstein Handbook Reference) Aceto-acet-o-toluidide Acetoxeto-ortho-toluidide Acetoacetyl-2-methylanilide 2-Acetoxetylaminotol-uene AI3-08708 BRN 2099098 Butanamide, N-(2-methylphenyl)-3-oxo- CCRIS 7750 EINECS 202-267-0 2-Methyiaceto-acetanilide N-(2-Methylphenyl)-3-oxobutanamide NSC 7655. 

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