4-aminoanisole

According to Roberts et al. the direction of addition of ammonia to 3-substituted benzynes might be predicted by considering the amide ion to add so as to provide the most favorable location of the negative charge with respect to the inductive effect of the orienting substituent. Thus, ammonia adds to 3-methoxybenzyne (39) producing chiefly n-aminoanisole (40). 

It had been known many years earlier that aromatic nucleophilic substitution occasionally results in substitution at a different position. This is called cine substitution and can be illustrated by the conversion of o-bromoanisole to m-aminoanisole. In this particular case, only the meta isomer is formed. The... 

In each case the predicted product was the one chiefly formed. The observation that /n-aminoanisole is obtained, mentioned on page 855, is also in accord with these predictions. 

Table 5 shows results of a few representative of diaminofluorans (74) prepared by the reaction of the keto acid (66b) with aminophenols or aminoanisoles. 2 -Amino-6 -diethylaminofluoran (74a) is an important precursor for 2 -dibenzylamino-6 -diethylaminofluoran developing green color. 

Aminoacetaldehyde diethyl acetal, d306 Aminoacetaldehyde dimethyl acetal, d506 1-Aminoadamantane, a64 Aminoanisoles, m48 thru m50 / -Aminoazobenzene, p88... 

Synonyms AI3-08584 2-Aminoanisole o-Aminoanisole l-Amino-2-methoxybenzene 2-Anis-idine 2-Anisylamine o-Anisylamine BRN 0386210 CCRIS 768 EINECS 201-963-1 2-Methoxy-l-aminobenzene 2-Methoxyaniline o-M ethoxy aniline 2-Methoxybenzenamine o-Methoxyphenylamine NSC 3122 UN 2431. 

Synonyms AI3-02392 4-Aminoanisole p-Aminoanisole l-Amino-4-methoxybenzene 4-Aminomethoxybenzene jo-Aminomethoxybenzene jo-Aminomethylphenyl ether 4-Anisidine p-Anisylamine CCRIS 917 p Dianisidine 4-Methoxy-l-aminobenzene 4-Methoxyaniline p Methoxyaniline 4-Methoxybenzenamine p-Methoxybenzenamine 4-Methoxyphenylamine p-Methoxyphenylamine NSC 7921 UN 2431. 

Amarthol fast orange R base, see 3-Nitroaniline Amatin, see Hexachlorobenzene Ameisenatod, see Lindane Ameisenmittel merck, see Lindane American Cyanamid 3422, see Parathion American Cyanamid 4049, see Malathion Amerstat 274, see Ethylenediamine Amfol, see Ammonia Amidox, see 2,4-D Amine 2,4,5-T for rice, see 2,4,5-T Aminic acid, see Formic acid 2-Aminoacetylfluorene, see 2-Acetylaminofluorene 4-Aminoaniline, see / Phenylenediamine p-Aminoaniline, see / Phenylenediamine 2-Aminoanisole, see oAnisidine 4-Aminoanisole, see p-Anisidine oAminoanisole, see oAnisidine joAminoanisole, see p-Anisidine Aminobenzene, see Aniline p-Aminobiphenyl, see 4-Aminobiphenyl 1-Aminobutane, see Butylamine l-Amino-4-chloroaniline, see 4-Chloroaniline l-Amino-4-chlorobenzene, see 4-Chloroaniline 1-Amino-p-chlorobenzene, see 4-Chloroaniline 4-Aminochlorobenzene, see 4-Chloroaniline p-Aminochlorobenzene, see 4-Chloroaniline 4-Aminodiphenyl, see 4-Aminobiphenyl... 

It is plausible that analysis of urine samples may be used to monitor exposure to aromatic amines. In a model experiment, rats were treated with 2,4-diaminoanisole (2,4-DAA) and the urine analyzed for the amine and its most important metabolites (33). The results are shown in Table II. For the two doses used in this study, the major metabolite is 4-acetamido-2-aminoanisole, indicating that this compound may be used to monitor occupational exposure to 2,4-DAA. 

N 21-54% orn-colored ndls + % H2O (from dil ale), mp - explodes violently at 169-72° readily sol in glacial acet ac, chlf 8c ethyl acet sol in warm alkalies, giving a blue-red soln si sol in acet 8c benz was prepd by diazotizing either 5-nitro-3-amino be nzopyro-catechol-l-methyl ether or 2-bromo-5-nitro-3-aminoanisole (Refs 1, 2 Sc 3)... 

Nitro-4-diazore orcinol-3-methyl ether [called 6-Nitro-4 diazo-resorcin-3 methylather or 5-Nitro-2-methoxy-p-chinon-diazid-(l) in Ger], C7H5N3O4 mw 195.13, N 21.54% yel ndls or flakes, mp - explodes at 178 was prepd by diazotizing 4,5-dinitro-2-aminoanisole... 

Aminoanisoles, Azido Derivatives, C,H,N40 — were not found in Beil or CA through 1956... 

Aminoanisole. Analytical Procedures are discussed in OrgAna lysis 3(1956), 184... 

Anisic Peroxide. See Dianisoylperoside Anisidine. Same as Aminoanisole... 

Dinitro-3,3 -dimetboxyazoxybenzene, mp between 170 200 was formed in small quantity by the reduction of 3,5-dinitroanisole with Na2S2 in ale, in addn to a larger quantity of 5 nitro-3-aminoanisole Refs l)BerI 16, 636 2)j,j.Bianksnia,... 

Aminoanisoles and derivs 1 A182-A183 aminoanisole, analytical procedures 1 A183 dinitroaminoanisoles 1 A182 mononitroaminoanisoles 1 A182 trinitroaminoanisoles 1A182... 

Aminoacetaldehyde dimethyl acetal, d440 1-Aminoadamantane, a66 Aminoanisoles, m42, m43, m44 p- Aminoazobenzene, p87... 

The degradation of the anisoles was found to follow pseudo first-order degradation. The apparent first-order rate constant (/c,. ) was compared to Hammett s constant to determine if a correlation existed between the degradation of mete-substituted and para-substituted anisoles. Removal rates were greater that 80%, and for fluoroanisole and aminoanisole they were 100%. 

Although the arsonation of ethers of phenol has not been investigated, the monp- and di-methylethers of resordnol can be arsonated to yield 2-methoxy-4-hydroxyphenylarsonic acid (31%) and 2,4-dimethoxyphenyl-arsonic acid (44%), respectively.71 From o-aminoanisole there was formed 3-methoxy-4-aminophenylarsonic add in a low yield.78... 

---