Resorcinol 5-amino

It condenses with resorcinol and amino-phenols to give phthalein and rhodamine dyestuffs respectively. Esters are used in the formation of polyimides. ... 

Polymers. AH nitro alcohols are sources of formaldehyde for cross-linking in polymers of urea, melamine, phenols, resorcinol, etc (see Amino RESINS AND PLASTICS). Nitrodiols and 2-hydroxymethyl-2-nitro-l,3-propanediol can be used as polyols to form polyester or polyurethane products (see Polyesters Urethane polymers). 2-Methyl-2-nitro-l-propanol is used in tires to promote the adhesion of mbber to tire cord (qv). Nitro alcohols are used as hardening agents in photographic processes, and 2-hydroxymethyl-2-nitro-l,3-propanediol is a cross-linking agent for starch adhesives, polyamides, urea resins, or wool, and in tanning operations (17—25). Wrinkle-resistant fabric with reduced free formaldehyde content is obtained by treatment with... 

The close electrochemical relationship of the simple quinones, (2) and (3), with hydroquinone (1,4-benzenediol) (4) and catechol (1,2-benzenediol) (5), respectively, has proven useful in ways extending beyond their offering an attractive synthetic route. Photographic developers and dye syntheses often involve (4) or its derivatives (10). Biochemists have found much interest in the interaction of mercaptans and amino acids with various compounds related to (3). The reversible redox couple formed in many such examples and the frequendy observed quinonoid chemistry make it difficult to avoid a discussion of the aromatic reduction products of quinones (see Hydroquinone, resorcinol, and catechol). 

Of these dyes, Acid Yellow 151 (37) still has the greatest market among the yellows. As reported by USITC, production had increased to 1989 tons in 1985 from 706 tons in 1975. It is produced by coupling diazotized 2-amino-l-phenol-4-sulfonamide to acetoacetanilide followed by metallizing with cobalt to obtain a 1 2 cobalt complex. Acid Orange 24 (38), which is sulfanilic acid coupled to resorcinol to which diazotized mixed xyUdines have been coupled, is an unsymmetrical primary diasazo dye with a bihinctional coupling component. 

Acid Brown 14 (27) (2 mol of naphthionic acid, ie, 4-amino-1-naphthalenesulfonic acid 1 mol resorcinol) and Acid Black 1 (28). Two other azo acid blacks. Acid Black 52 (43) and Acid Black 63 (44) are both metallized with chromium. 

Formaldehyde aftertreatment was employed to link together pairs of amino-substituted dye molecules by a methylene bridge (10.211). The required reactivity of the sites in the dye towards formaldehyde was ensured by pairs of o- and p-directing electron-donating groups provided by resorcinol, m-phenylenediamine or 3-aminophenol. 

Three synthetic approaches for benzopyrones have been developed that use Gly as starting material. Hippuric acid was transformed with acetic anhydride into 2-phenyl-5(4//)oxazolone or further into its 4-ethoxy-methylene derivative, then reacted with cyclic 1,3-dicarbonyI compounds (such as like dimedone) to form 100 [90LA501 92H(33)843]. On the other hand, when hippuric acid was transformed into methyl 2-benzoyl-amino-3-dimethylaminopropenoate, it reacted with resorcinol to give a 7-hydroxybenzopyrone derivative (89JHC1273). 

It is to be noted that similar compounds and degradation products tend to interfere with the signal of the analyzed compounds. The severest interferences were observed for catechol and resorcinol, whereas cresols and chlorophenols had only little effect. Common substrates, such as glucose and amino acids, produced only low signals. A Rhodococcus PI, which has been isolated from sediment of the river Saale, in particular had a very high sensitivity to phenol and... 

Amino acid-modified furocoumarins were prepared by condensation of the T-hydroxysuccinimide ester of 3-(2,3,5-trimethyl-7-oxofuro[3,2-g]chromen-6-yl)propanoic acid 51 with amino acids <2003JPH177>. Ethyl 3-(7-hydroxy-4-methyl-2-oxo-2/7-3-chromenyl)propanoate 49, prepared in 56% yield by Pechmann condensation of resorcinol and diethyl 2-acetylglutarate in the presence of HCl, was condensed with 3-chlorobutan-2-one in the presence of base to give propanoate 50 (Scheme 4). The MacLeod method was then used to fuse a furan ring to the benzopyran-2-one system. Heating 50 with NaOH solution (1 M) readily cyclized it into the corresponding psoralen furocoumarin 51 with simultaneous hydrolysis of the ester. 

Koga et al. complexed oxo acids like methyl phenylphosphonate with bis(resorcinol) quinoline derivative 57 [83], Anslyn and coworkers presented a more rigid polyazacleft containing hydrogen bond acceptor and donor sites in form of pyridine rings and amino groups, respectively. The formation of the 3 1 complex 58 with dibenzyl phosphate is assumed, in which the four components are spatially fixed by a net of H-bonds [84]. 

Nickel catalyst for hydrogenation of resorcinol, 41, 56, 57 t -Nitrobenzenesulfonyl chloride, reduction to w-nitrophenyl disulfide by hydriodic acid, 40, 80 2-Nitroethanol, 41, 67 conversion to nitroethylene, 41, 71 Nitroethylene, 41, 71 2-Nitrofluorene, reduction to 2-amino-fiuorene, 40, 5... 

C6H(0KXN02)2( N)( 0), yel ndls (from coned aq soln) was prepd by von Herz on treating with.an excess of K nitrite the mononitro-amino-resorcinol, H2N.C H3(OH)2, dissolved in hot coned nitricrsulfuric acid. After prolonged boiling, the soln was cooled and this rendered fine, yel ndls of K salt. The crysts were washed with a small amt of cold water and dried. The salt was patented for use as a primary charge in compd detonators. 

Exercise 26-3 Treatment of 1,3-benzenediol (resorcinol) with an ammonia-ammonium chloride solution under pressure at 200° (no sulfite) gives 3-amino-benzenol. Write a reasonable mechanism for this transformation. Would you expect benzenol itself to react similarly Why ... 

First, 1 2 metal complexes of (mainly mono-) azo dyes, without sulfonic or carboxylic acid groups, and trivalent metals (see Section 3.11). The metals are preferably chromium and cobalt nickel, manganese, iron, or aluminum are of lesser importance. Diazo components are mainly chloro- and nitroaminophenols or amino-phenol sulfonamides coupling components are (3-naphthol, resorcinol, and 1-phe-nyl-3-methyl-5-pyrazolone. Formation of a complex from an azo dye and a metal salt generally takes place in the presence of organic solvents, such as alcohols, pyridine, or formamide. An example is C.I. Solvent Red 8, 12715 [33270-70-1] (1). 

The principal red couplers are 3-aminophenol [591-27-5], 5-amino-2-methyl-phenol [2835-95-2], and 1-naphthol [90-15-3]. Yellow-green couplers include resorcinol [108-46-3], 4-chlororesorcinol 195-88-5, benzodioxoles, and 2-methyl-resorcinol [608-25-3] and its derivatives. The importance of the yellow-green couplers lies in the broad-band absorption of the dyes produced, which makes natural-looking hair shades possible. Table 5.4 lists a range of colors obtained by reaction of primary intermediates with different couplers. 

In the photometric determination of copper, a coupling product formed between the diazonium salt from 2-amino-pyridine and resorcinol, or 4-(2-pyridinylazo)-l,3-benzenediol 21, has been used. Here the formed copper complex under acetate buffer exhibits an absorption peak at 520 nm, which is measured photometrically <2003KPU28>. Similarly for photometric determination of iron(ll), a coupling product formed between the diazonium salt of 2-amino-4,6-dihydroxypyrimidine and 8-hydroxyquinoline, or 6-hydroxy-2-(8-hydroxy-7-quinolinyl)azo-4(l//)-pyrimidinone 22, has been used. This reagent forms a blue complex with iron(n) ions with an absorption maximum at 625 nm that does not interfere with the presence of other metals <2003KD95>. 

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. 

Gallic acid resorcinol 2,4-dinitroresorcinol 2-amino-4-nitrophenol Competitive inhibitors [77]... 

Of the methods for the preparation of this substance two would seem best suited for laboratory use In the first place, one can start with w-nitraniline, diazo-tize this, and decompose the diazo compound by boiling with dilute acid, forming t-nitrophenol, but as the yield is not very good and the mtrophenol must subsequently be reduced to the amino compound, the method is scarcely suited for the preparation of considerable amounts of this material. On the other hand, the method involving the direct replacement of one of the hydroxyl groups of resorcinol, t-C6H4(OH)2 by ammonia, was found to be very satisfactory. 

The direct replacement of a phenolic hydroxyl group by the amino group is relatively difficult in the benzene series, requiring high temperatures, although it takes place somewhat more readily in the case of the naph-thols. If, for example, resorcinol and ammonia alone are heated under pressure, a high reaction temperature is required, and the yield of m-aminophenol is poor. If, however, ammonium chloride is present,9 the reaction may be carried out at a lower temperature and the yield is more satisfactory. 

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