5- Amino-2-methylphenol

In 1997, the first truly catalytic enantioselective Mannich reactions of imines with silicon enolates using a novel zirconium catalyst was reported [9, 10]. To solve the above problems, various metal salts were first screened in achiral reactions of imines with silylated nucleophiles, and then, a chiral Lewis acid based on Zr(IV) was designed. On the other hand, as for the problem of the conformation of the imine-Lewis acid complex, utilization of a bidentate chelation was planned imines prepared from 2-aminophenol were used [(Eq. (1)]. This moiety was readily removed after reactions under oxidative conditions. Imines derived from heterocyclic aldehydes worked well in this reaction, and good to high yields and enantiomeric excesses were attained. As for aliphatic aldehydes, similarly high levels of enantiomeric excesses were also obtained by using the imines prepared from the aldehydes and 2-amino-3-methylphenol. The present Mannich reactions were applied to the synthesis of chiral (3-amino alcohols from a-alkoxy enolates and imines [11], and anti-cc-methyl-p-amino acid derivatives from propionate enolates and imines [12] via diastereo- and enantioselective processes [(Eq. (2)]. Moreover, this catalyst system can be utilized in Mannich reactions using hydrazone derivatives [13] [(Eq. (3)] as well as the aza-Diels-Alder reaction [14-16], Strecker reaction [17-19], allylation of imines [20], etc. 

The complex ReOCl2(L3), where HL3 = 2- [(2-dimethylamino)ethyl]amino -methylphenol, has IR bands showing that L3 is tridentate, with ONN-donors. ... 

Spiess et al. (1998) reported that the Mycobacterium sp. Strain HL 4-NT-l utilized 4-nitrophenol as a sole source of nitrogen, carbon, and energy. Under anaerobic conditions, 4-nitrophenol completely degraded to 6-amino-3-methylphenol via the intermediate 4-hydroxyaminotoluene. Under aerobic conditions, 4-nitrophenol degraded slightly releasing small amounts of ammonia. 

Amino-4-hydroxymethyl benzoate, see Phenmedipham 2-Amino-6-hydroxymethyl benzoate, see Phenmedipham 2 -Amino-2-hydroxypropiophenone, see Nanronamide 4-Amino-6-(isopropylamino)-s-triazine, see Prometrvn 2-AminoAV-isopropylbenzamide, see Bentazone 4-Amino-3-methylphenol, see Aminocarb... 

Amino-3-methylphenol, see 4-Nitrophenol Aminomethylphosphonic acid, see Glvnhosate 2 -Amino-2-naphthoxypropiophenone, see Napropamide 4-Amino-2-naphthoxypropiophenone, see Napropamide Aminonitrobenzoic acid, 3.4-Dinitrobenzoic acid 4-Amino-4 -nitrobiphenyl, see Benzidine 2-Amino-6-nitro-lV-(l-ethylpropyl)-3,4-xylidine, see... 

CASRN 2032-59-9 molecular formula C11H16N2O2 FW 208.26 Plant/Surface Water. Several transformation products reported by Day (1991) include 4-amino-/n-tolyl-7V-methylcarbamate (AA), 4-amino-3-methylphenol (AC), 4-formamido-/n-tolyl-TV-methylcarbamate (FA), 7V-(4-hydroxy-2-methylphenyl)-yV-methylformamide (FC), 4-methyl-formamido-/n-tolyl-7V-methylcarbamate (MFA), 4-methylamino-/n-tolyl-Wmethylcarbamate (MAA), 3-methyl-4-(methylamino)phenyl-Wmethylcarbamate (MAC), phenol, methylamine, and carbon dioxide. MAA was not detected in natural water but was detected in fish tissues following exposure to aminocarb-treated water in the laboratory. The metabolites FA, AC, and MAC were detected in Canadian forests treated with aminocarb but the metabolites AA, MAA, and FC were not detected (Day, 1991). 

In 2006, Akiyama and coworkers established an asymmetric Brpnsted acid-catalyzed aza-Diels-Alder reaction (Scheme 36) [59]. Chiral BINOL phosphate (R)-3o (5 mol%, R = 2,4,6- Pr3-CgH2) bearing 2,4,6-triisopropylphenyl groups mediated the cycloaddition of aldimines 94 derived from 2-amino-4-methylphenol with Danishefsky s diene 95 in the presence of 1.2 equivalents of acetic acid. Piperidinones 96 were obtained in good yields (72 to >99%) and enantioselectivi-ties (76-91% ee). While the addition of acetic acid (pK= 4.8) improved both the reactivity and the selectivity, the use of benzenesulfonic acid (pK= -6.5) as an additive increased the yield, but decreased the enantioselectivity. A strong achiral Brpnsted acid apparently competes with chiral phosphoric acid 3o for the activation of imine 94 and catalyzes a nonasymmetric hetero-Diels-Alder reaction. The role of acetic acid remains unclear. 

Chida et al. reported the first total synthesis of murrastifoline-A (186) starting from 2-amino-5-methylphenol (1062) (666,667). This synthesis involves a palladium(O)-catalyzed double N-arylation of the arylamine (1082) with 2,2 -dibromobiphenyl 1075 as a key step. 

Cheever et al (1980) also reported finding 4-amino-3-methylphenol in the urine of rats fed ort/zo-toluidine. Leslie et al (1988) have shown that administration of ort/70-toluidine to male Sprague-Dawley rats induces various metabolic activities associated with the cytochrome P450 system. 

N,N-Bis -(2-hydroxy ethyl)-/ -pheny lene diamin e N,N-Bis -(2-hydroxyethyl)-/ -phenylene diamin e N,N-Bis -(2-hydroxyethyl)-/ -phenylene diamin e N,N-Bis -(2-hydroxyethyl)-/ -phenylene diamin e N,N-Bis -(2-hydroxy ethy l)-p-pheny len ediamin e N,N-Bis -(2-hydroxyethy 1)-p -phenylene diamin e 4-Amino-3-methylphenol 4-Amino-3-methylphenol 4-Amino-3-methylphenol 4-Amino-3-methylphenol 4-Amino-3-methylphenol 4-Amin o-3-methylp heno 1... 

The detection of anions such as HPO - in water is a challenging task due to the competing solvation effect between water and anions. Han and Kim [63] have recently reported a colorimetric sensor that can detect HPO4" in aqueous solution at neutral pH. The dinuclear Zn(II) complex of 2,6-bis [bis(2-pyridylmethyl)amino]methyl -4-methylphenol (H-bpmp) 80 was synthesized. 

Although several peroxidase enzymes obtained from plant, animal, and microbial sources have been investigated for their ability to catalyze the removal of aromatic compounds from wastewaters, the majority of studies have focused on using HRP. In particular, it has been shown HRP can transform phenol, chlorophenols, methoxyphenols, methylphenols, amino-phenols, resorcinols, and various binuclear phenols [7], HRP was also used for the treatment of contaminants including anilines, hydroxyquinoline, and arylamine carcinogens such as benzidines and naphthylamines [7,8]. In addition, it has been shown that HRP has the ability to induce the formation of mixed polymers resulting in the removal of some compounds that are either poorly acted upon or not directly acted upon by peroxidase [7], This phenomenon, termed coprecipitation or copolymerization, has important practical implications for wastewaters that usually contain many different pollutants. This principle was demonstrated when it was observed that polychlorinated biphenyls (PCBs) could be removed from solution through coprecipitation with phenols [20]. However, this particular application of HRP does not appear to have been pursued in any subsequent research. 

The yield in the cyclization (TiCl4 in dioxane) is usually in the range of 15-25%, depending on the substituents in 4-position. Surprisingly the reaction failed with 2-hydroxymethyl-4-f-butyl-5-methylphenol.186 Dehalogenation of 97c (which should be possible also with 97d) enables the subsequent introduction of further substituents via amino- or chloromethylation or coupling with diazonium salts.186... 

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