5,6-Dimethoxyaniline acetate

Condensation of l-bromo-2-methoxy-4-methyl benzene (64) with 5,6-dimethoxyaniline acetate (65) in pyridine in the presence of Cu and K2CO3 and subsequent hydrolysis with 20% KOH furnished the di-phenylamine derivative (66) which on treatment with palladium acetate in DMF afforded murrayastine (13). Condensation of l-bromo-3-methoxy-4-methylbenzene (67) with the dimethyl acetal of 6-formyl-5-methoxyaniline acetate (68) furnished the diphenylamine derivative (69) which on hydrolysis and on subsequent cyclisation furnished murray-aline (14). 

It has been reported that 2,4-dimethoxyacetanilide (104) rearranges to 2-amino-3,5-dimethoxyacetophenone (105) (63%) and 2,4-dimethoxyaniline (106) (8%), the normal PFR products. In addition, there is 16% of photoproducts arising from substitution of one methoxy group (2-amino-5-methoxyacetophe-none [107] and 3-methoxy-4-aminoacetophenone [108] Scheme 32) [91]. This behavior is similar to that of 2,4-dimethoxyphenyl acetate. ... 

Nitro-3,4-dimethoxyaniline (called 4-Amino-5-nitroveratrole by Nakamura et al and 5-Nitro-4-amino-brenzeatechin-dimethyl-ather in Ger), nm-colored prisms or terracotta ndls (from ale), mp 169-75° (Refs 3 6) 4-Niiro-2,3-dimethoxyaniline. Its use as an excellent fast dye on acetate artificial silk is described. No other info given in patent abstract (4)... 

Other procedures for the preparation of 2,4-dimethoxy-hcnzonitrile include the reaction of 2,4-dimethoxybenzamide with thionyl chloride,3 the action of acetic anhydride on 2,4-dirnethoxybenzaldoxime,7 the reaction of diazotized 2,4-dimethoxyaniline with potassium copper cyanide,8 and the action of cyanogen bromide on resorcinol dimethyl ether in the presence of aluminum chloride. ... 

Hiiro-2,3-dimethoxyaniline. Its use as an excellent fast dye on acetate artificial silk is described. No other info given in patent abstract (4)... 

A series of polycyclic p-quinones (9,10-anthraquinones 5,12-naphthacene-quinones 6,13-pentacene diones etc.) display a reversible thermochromic reaction in a reducing medixim, for example, on boiling in dimethylform-amide in the presence of potassium borohydfide. Characteristic colors are formed which disappear on cooling, but reappear on heating (37). Polycyclic quinones with a nonterminal quinoid nucleus give, in acetic acid solution with aromatic amines (especially 3,4-dimethoxyaniline) and on heating, blue... 

The latter mode of activation, in which a charged tetraaminophosphonium salt acts as a Bronsted acid, was realized by the same research group in 2009. Enanti-oselective aza-Michael reaction of 2,4-dimethoxyaniline with nitroalkenes afforded the conjugate addition products in excellent yields and high enantiomeric excesses (Scheme 10.70) [173, 174]. Similarly, chiral diaminooxaphosphonium salts have been used as Br0nsted acids in the asymmetric protonation reactions of ketene disilyl acetals [175]. 

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