Naphthalene, amino

An alternative procedure used electrolysis, in 60% HNO3 to convert 1-amino-naphthalene to naphthalene. ... 

Experimental observations support these views. Photolysis of 1-naphthylazide in the presence of diethylamine and tetramethylethylenediamine (TMEDA) yields azirine, but no ketenimine-derived adducts at ambient temperature. " In the presence of diethylamine but in the absence of TMEDA, good yields of 1-amino-naphthalene and 1,1 -azo-naphthalene, products attributable to the triplet nitrene are observed. Good yields of 46 are also achieved when the photolysis of 1-naphthylazide and diethylamine is performed at —60 °C in the absence of TMEDA. Presumably, lowering the temperature extends the hfetime of azirine 43 by reducing its rate of reversion to singlet 1-naphthylnitrene more than it retards the rate of its reaction with diethylamine. 

Also included in Table XXIII-5 are several components that do not appear in any of the Hoffmann co-authored lists but recently have been included with analyses of Hoffmann-listed components, for example, 1-naphthalenamine (1-amino-naphthalene a-naphthylamine), 3-aminobiphenyl ([l,T-bip-henyl]-3-amine), propionaldehyde (propanal), butyraldehyde (butanal), and acetone (2-propanone). Table XXIII-5 includes several tobacco smoke components that the lARC has reclassified with regard to their tumorigenicity, for example, chrysene and di(2-ethylhexyl) phthalate. Thus, chrysene no longer appears on the more recent Hoffmann lists (1740, 1741, 1743, 1744) and di(2-ethylhexyl) phthalate was omitted from (1743,1744). 

Amino-naphthalenes (176) are obtained by treatment of isoquinolinium salts (175) with amines (Scheme 72), and 4-(methylaminomethyl)indole is formed when 2-methyl-5-nitroisoquinolinium iodide is reduced with titanium(iii) chloride. ... 

Proteases are enzymes that break peptide bonds in proteins. As such they lend themselves to a variety of homogeneous assay techniques. Most employ labeling both ends of the substrate with a different tag, and looking for the appearance (disappearance) of the signal generated in the intact substrate (product). As an example, for a fluorescence quench assay, the N-terminal of a peptide is labeled with DNP and the C-terminal with MCA. As such, the peptide is fluorescently silent since the fluorescence from DNP is quenched by absorption by the MCA. Another very popular donor/acceptor pair is EDANS 5-[(2-aminoethyl)amino] naphthalene-1-sulfonic acid and DABCYL 4-(4-dimethylaminophenylazo)benzoic acid) (a sulfonyl derivative (DABSYL) [27], Upon peptide cleavage, the two products diffuse, and due to a lack of proximity, the fluorescence increases. 

The amine-reactive 5-(dimethylamino)naphthalene-l-sulfonyl (dansyl) chloride 28 [80] and related fluorophores [81, 82], as well as the 5-((2 aminoethyl)amino) naphthalene-1-sulfonic acid (EDANS) 29, are included in the naphthalene fluorophore family. Derivatives of the latter, such as compound 30, exhibit a Lm.ix/ Lem 336/520 nm, molar absorptivity (e) of 6.1 x 103 M-1 cm-1, and a fluorescent quantum yield of 0.27 in water [83], The use of EDANS is particularly interesting in FRET experiments [84, 85]. Furthermore, 4-amino-3,6-disulfonylnaphthalimides (e.g., Lucifer yellow 31), associated to a longer absorption (Lmax 428 nm) [86] are suitable polar tracers [87]. 

Diethyl )V-(3-aminophenyl)aminomethylenemalonate (165, R = H) was diazotized, and the diazonium salt (1582) was then reacted with 2-amino-naphthalene (1583) at 0-10°C (80MI2). 

V-octadecyl)amino-naphthalene-6-sulfonic acid, sodium salt. 7 3-palmitoyl-2-(l-pyrenedecanoyl)-L-a-phosphatidylcholine. 

Another chemical variant of PRODAN is ACRYLODAN [6-acryloyl-2-(dimethyl-amino)naphthalene], which covalently binds to protein-SH groups. 

Tertiary amines of class (iii) were also studied by Lunazzi and coworkers75. A series of beta-substituted-alpha-amino naphthalenes 41a-d-44a-d were investigated using DNMR and NOE experiments and molecular mechanics. Such systems allow for separation between rotational processes, whose barriers around Ar—N bonds are quite high (15-23 kcal mol 1). and inversion, known to have particularly low barriers... 

Figure 15 Representative RP-HPLC Separation of the Tryptic/Chymotryptic Peptides of Bovine Thyrotropin p-Subunit bTSHfS Labeled In Situ with the Fluorescent Reagent 5-[(Iodoacetamidoethyl)amino]naphthalene-l-sulfonic acid (5-l-AEDANS) MI a b...

N-Ethyl-N-benzoylnaphthylamme-l-dioxonium Hydroxide. See 4-[(N-Benzoyl-N-etbyl)-amino)-naphthalene-l-diazonium Hydroxide in Vol 2, p B90-L... 

N-Benzoyl-N-ethyl)-amino]-naphthalene-l-diazonium hydroxide 2 B90... 

The oxidising agent usually employed is the nitro-compound corresponding to the amine, e.g., nitrobenzene when aniline is the base for p-toluidine, p-nitrotoluene serves, and so on. Arsenic acid, however, can be generally employed, and gives better results. The reaction is capable of very wide application nitro-, halogen-, hydroxy-, carboxy-quinolines can all be obtained from the corresponding amines the amino-naphthalenes also react. Diamines yield the so-called phen-anthrolines. (B., 16, 2519 23, 1016.)... 

Reaction of a similar triazine component with I acid (1-hydroxy-6-amino-naphthalene-3-sulfonic acid), followed by coupling with diazotized 4-aminoazo-benzene gives the cationic substantive azo dye 4 [71032-95-6], which colors paper in red hues. 

All data obtained with Tecan Ultra Evolution MTP reader. The following excitation and emission wavelengths were used EDANS and AMC 350 and 500 nm RhllO 485 and 535 nm TAMRA 535 and 595 nm PT14 405 and 450 nm. 4 = primary cleavage site confirmed by MS. AMC = aminomethylcoumarin. RhllO = rhodamine 110. yE = glutamic acid attached to RhllO via its carbonic acid in side chain. EDANS = fluorophore 5-[(2-aminoethyl)amino]naphthalene-l-sulphonic acid. DABCYL = 4-(4-dimethylaminophenylazo)benzoic acid quencher. BTN = biotin. PT14 = acridone-based fluorescence lifetime label. 

Abz was combined with a broad variety of non-fluorescent acceptors such as p-nitrobenzyl for leucine aminopeptidase (Carmel et al., 1977), pNA for trypsin (Bratanova and Petkov, 1987), 4-ni-trophenylalanine [Phe(NC>2)] for HIV protease (Toth and Marshall, 1990), and V-(2,4-di n itrophenyl) ethylenediamine (EDDnp) for thermolysin and trypsin (Nishino et al., 1992). Lecaille et al. (2003) described a FRET quench assay based on a specific substrate for cathepsin K labeled with Abz and EDDnp. This substrate is not cleaved by the other Cl cysteine cathepsins and serine proteases in contrast to methoxycoumarin (Mca)-based substrates described earlier (Aibe et al., 1996 Xia et al., 1999) and merely covered the non-primed site of the scissile bond. The 5-[(2-aminoethyl)amino] naphthalene-l-sulfonic acid (EDANS) compound is a second example of a fluorescence donor historically used for many FRET quench-based protease assays, e.g., in combination with tryptophan as a quencher in an ECE activity assay (Von Geldren et al., 1991). The FRET-1 example in Table 2.2 shows the typical dynamic range that can be achieved with an EDANS/DABCYL-based assay. 

The angular isomer 18e was obtained, in low yield, as a 1 1 mixture of the syn and anti diastereoisomers, from the tetraamine 311 with paraformaldehyde in TFA. The corresponding linear isomer was obtained instead, also as a 1 1 mixture of the syn and anti diastereoisomers, under the same reaction condition, from the tetraamine 312. A lower yield was observed when, instead of the methoxyaniline moiety, in the starting tetraamine there was a 2-amino-naphthalene moiety (Scheme 57) <2006OL4867>. 

During a synthesis of the polyether antibiotic X-206. Evans and co-workers503 accomplished the protection of a hindered secondary alcohol with benzyl bro momethyl ether (BOMBr) in the presence of proton sponge [l,8-bis(dimethyl-amino )naphthalene], without racemising the two stereogenic centres adjacent to the ketone function [Scheme 4.281],... 

Two Benzene Rings. Erlenmeyer. Graebe.—TheworkofGraebe on the oxidation products of nitro naphthalene and amino naphthalene... 

That is, there are two benzene rings condensed together by two carbons in common so that either one is a complete ring. The reactions of nitro naphthalene and amino naphthalene, may be represented as follows ... 

In the first case one nucleus remains as a benzene ring in phthalic acid while in the second case it must be the other nucleus which remains as a benzene ring in tetra-chlor phthalic acid. The proof here then is exactly the same as in the case of nitro naphthalene and amino naphthalene, viz., that in naphthalene either nucleus is a benzene ring. 

The nitro substitution products of naphthalene are easily prepared by the action of nitric acid on the hydrocarbon. By such direct nitration the product obtained is alpha-nitro naphthalene. This is proven by the following series of reactions. Nitro-naphfhalene by reduction yields amino naphthalene, naphthylamine, which by the diazo reaction yields hydroxy naphthalene, naphthol. Now the naphthol so obtained is identical with the one resulting from the phenyl vinyl acetic acid synthesis (p. 768) and this must be the alpha compound. 

How could you most easily distinguish between samples of 2-amino-naphthalene and acetanilide ... 

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