Acetic acid,/> dimethylaminophenyl

ETHYL -DIMETHYLAMINOPHENYLACETATE (Acetic acid, -dimethylaminophenyl-, ethyl ester)... 

A sample (0.5-1 ml) of the test solution is added to an equal volume of 4,4 -bis(dimethylamino)benzophenone (Michler s ketone) in dry toluene. A few drops of water are added, and the mixture is shaken." A few drops of a 0.2% solution of iodine in glacial acetic acid are added, resulting in the formation of a blue or green colour. A recent variation employs tris(4-dimethylaminophenyl)methane (leuco crystal violet, LCV), followed by aerial oxidation [1]. 

Acetoxymercuri-m-dimethylamiiiophenyl acetate is prepared as above, using m-dimethylaminophenyl acetate. Yield 78 per cent. It forms colourless crj stals, M.pt. 110° C. (corr.), readily soluble in hot alcohol. The cold alcoholic solution with ammonium sulphide gives a yellow precipitate which blackens in a few minutes. When the substance is warmed for a few minutes with dilute sodium hydroxide, cooled and neutralised with acetic acid, ammonium sulphide immedi-ately gives mercuric sulphide. This is no doubt due to the hydrolysis of the acetyl group by alkali and the formation of the less stable mercury derivative of m-dimethylaminophenol. The dry acetate blackens when kept for several months,... 

The observation that enamines may be reduced by NBH in acetic acid/ THF ° and sodium cyanoborohydride coupled with the tendency for indoles to protonate at the 3-position enabled Gribble and co-workers to reduce indoles to indolines (201,205) in high yield. //-Alkyl indoles (204) were also reduced, as was 3-methylindole. The use of formic acid favored the formation of l-methyl-3-[2-(2-dimethylaminophenyl)ethyl]indoline (207) via an intermeuiate 3,2 dimer (206). ... 

The intermediate in the Gabriel-Posner synthesis of quinazolin-2(lH)-one (fusion of o-aminobenzaldehyde with excess of urea), was found to be o-ureidobenzylidene urea (19), which then cyclized on heating, or in the presence of acid, with elimination of urea. The intermediate reacted with aniline, iV-methylaniline, and N,V-dimethylaniline to form 4-p-aminophenyl, 4-p-methylaminophenyl, and 4-p-dimethylaminophenyl quinazolin-2(lH)-ones in an unusual manner. Several quinazolin-2(li/)-ones were prepared by converting o-acylanilines into o-ureidophenyl ketones followed by cycli-zation in acetic acid medium for long periods at 55°C. A novel modification of this cyclization involved a Curtius or Hofmann reaction on 2 -benzoyl-oxanilic acid chlorides (20 = Cl) or amides (20 = NH2), respectively. 

Gilman test 0.5-1 ml. of the test solution is reacted at room temperature with an equal volume of a 1% solution of Michler s ketone (di-p-dimethylaminophenyl ketone) in dry benzene. After a few minutes, 1 ml. of water is carefully added with shaking. The resulting solution, which may have to be filtered, is tested with a few drops of a 0.2% solution of iodine in acetic acid. A characteristic greenish-blue color appears in the presence of Grignard reagent. [)l. Gilman and G. Schulze, J. Amer. Chem. Soc. 2002 (1925).]... 

Sodium acid methanearsonate Methane base. See Bis (p-dimethylaminophenyl) methane Methane, bis (2-(2-butoxyethoxy) ethoxy)-. See Butylcarbitol formal Methanebis (N,N -(5-ureido-2,4-diketotetrahydroimidazole)-N,N-dimethylol). See Imidazolidinyl urea Methane, bromochloro-. See Bromochloromethane Methane, bromochlorodifluoro-. See Bromochlorodifluoroemethane Methane, bromodichloro-. See Bromodichloromethane Methane, bromotrifluoro. See Trifluorobromomethane Methanecarbonitrile. See Acetonitrile Methanecarboxamide. See Acetamide Methanecarboxylic acid. See Acetic acid Methane, chloro-. See Methyl chloride Methane, chlorodibromo-. See Chlorodibromomethane Methane, chlorofluoro-. See Chlorofluoromethane Methane, compressed. See Methane gas, Methane cyanine. See Malononitrile Methane, diazo-. See Diazomethane Methanedicarbonic acid Methanedicarboxylic acid. See,Malonic acid Methanedicarboxylic acid, diethyl ester. See Diethyl malonate... 

Tetrazoles.—Both 1-phenyltetrazole (708) and 2-phenyl tetrazole are protonated at N-4. " 5-Aryl-4-p-dimethylaminophenyl-tetrazoles are formed by the action of hydrazoic acid on AT-p-dimethylaminophenyl-nitrones ArCH=N(0)-QH4NMe2. Tetrazole-5-aldehyde (709), prepared by the action of hydrazoic acid on the acetal (EtO)2CHCN, exists as the dimer (710) in the solid state it reacts with piperidine to give the betaine (711). The carbodi-imide (712) rearranges to the tetrazole (713) on heating. The formation of the 5-diphenyl-amino-tetrazoles (715) by treatment of the chloroiminium chlorides (714) with... 

---