3.7- Dimethyl-2-naphthylamine

SYNS l-DIMETHYLAMINONAPHTHALENE DIMETHYL-a-NAPHTHYLAMINE tt-DIMETHYL-NAPHTHYLAMINE N,N-DLMETHYL-a-NAPHTHYL-AMINE... 

Pigment Blue 1 [1325-87-7] 42595 2 triarylcarbonium PTMA salt (Victoria Blue B) condensation of 4,4 -bis-A/A/-dimethyl aminoben2ophenone with /V-ethyl-1-naphthylamine, followed by oxidation and salt formation... 

Naphthylamine Toxaphene Dimethyl phthalate Butylbenzene sec-Butylbenzene ferf-Butylbenzene Isobutylbenzene... 

AI3-00040, see Cyclohexanol AI3-00041, see Cyclohexanone AI3-00045, see Diacetone alcohol AI3-00046, see Isophorone AI3-00050, see 1,4-Dichlorobenzene AI3-00052, see Trichloroethylene AI3-00053, see 1,2-Dichlorobenzene AI3-00054, see Acrylonitrile AI3-00072, see Hydroquinone AI3-00075, see p-Chloro-rrr-cresol AI3-00078, see 2,4-Dichlorophenol AI3-00085, see 1-Naphthylamine AI3-00100, see Nitroethane AI3-00105, see Anthracene AI3-00109, see 2-Nitropropane AI3-00111, see Nitromethane AI3-00118, see ferf-Butylbenzene AI3-00119, see Butylbenzene AI3-00121, see sec-Butylbenzene AI3-00124, see 4-Aminobiphenyl AI3-00128, see Acenaphthene AI3-00134, see Pentachlorophenol AI3-00137, see 2-Methylphenol AI3-00140, see Benzidine AI3-00142, see 2,4,6-Trichlorophenol AI3-00150, see 4-Methylphenol AI3-00154, see 4,6-Dinitro-o-cresol AI3-00262, see Dimethyl phthalate AI3-00278, see Naphthalene AI3-00283, see Di-rj-butyl phthalate AI3-00327, see Acetonitrile AI3-00329, see Diethyl phthalate AI3-00399, see Tributyl phosphate AI3-00404, see Ethyl acetate AI3-00405, see 1-Butanol AI3-00406, see Butyl acetate AI3-00407, see Ethyl formate AI3-00408, see Methyl formate AI3-00409, see Methanol AI3-00520, see Tri-ocresyl phosphate AI3-00576, see Isoamyl acetate AI3-00633, see Hexachloroethane AI3-00635, see 4-Nitrobiphenyl AI3-00698, see IV-Nitrosodiphenylamine AI3-00710, see p-Phenylenediamine AI3-00749, see Phenyl ether AI3-00790, see Phenanthrene AI3-00808, see Benzene AI3-00867, see Chrysene AI3-00987, see Thiram AI3-01021, see 4-Chlorophenyl phenyl ether AI3-01055, see 1.4-Dioxane AI3-01171, see Furfuryl alcohol AI3-01229, see 4-Methyl-2-pentanone AI3-01230, see 2-Heptanone AI3-01231, see Morpholine AI3-01236, see 2-Ethoxyethanol AI3-01238, see Acetone AI3-01239, see Nitrobenzene AI3-01240, see I idine AI3-01256, see Decahydronaphthalene AI3-01288, see ferf-Butyl alcohol AI3-01445, see Bis(2-chloroethoxy)methane AI3-01501, see 2,4-Toluene diisocyanate AI3-01506, see p,p -DDT AI3-01535, see 2,4-Dinitrophenol AI3-01537, see 2-Chloronaphthalene... 

Other formulations of the Griess reagent included N,N-dimethyl-l-naphthylamine [33, 44] or N-l-naphthylethylenediamine [45, 46] as the coupling agent. 

Thus, sulfate conjugation and acetylation may be involved in the metabolic activation of N-hydroxy aromatic amines, glutathione conjugation may be important in the nephrotoxicity of compounds, methylation in metal toxicity, glucuronidation in the carcinogenicity of p-naphthylamine and 3, 2 -dimethyl-4-aminobiphenyl. 

Formulas for emulsion polymerization also include buffers, free radical initiators, such as potassium persulfate (KiSiOs), chain transfer agents, such as dodecyl mercaptan (G sSTT). The system is agitated continuously at temperatures below 100°C until polymerization is essentially complete or is terminated by the addition of compounds such as dimethyl dithiocarbamate to prevent the formation of undesirable products such as cross-linked polymers. Stabilizers such as phenyl Beta-naphthylamine are added to latices of elastomers. 

XIV. Treatment with Franchimont Reagent. Mix in a test tube ca O.lg of the sample with ca 5ml of glac AcOH and add 2 drops of dimethyl-a -naphthylamine. Add ca 0.2g of Zn dust and allow to stand for 2 mins. A brn-red color confirms the presence of DlNA(See also Chart B)... 

Preparation 256.—Trimethyl-/3-naphthylammonium iodide (Meth-iodide of dimethyl-fi-naphthylamine). 

Amine-amine exchange reactions have recently been performed with high yields and under mild conditions (DMSO at 30 C134 or MeCN at room temperature135) on activated naphthylamines with primary amines or pyrrolidine. Equation (12), where R, R" = H, H Me, H Et, H PH, H Bu , H PI1CH2, H 4-MeOCelLi, H —(CH2)4—, summarizes the reactions of iVJV-dimethyl-2,4-bistrifluoroacetyl-l -naphthyl-... 

One pathway only was observed also for 1,3-dimethyl-substituted salt 35, although either of the two methyl groups might be involved in the formation of the carbocycle a-naphthylamines 182 were the only products independent of the nature of amine used (70KGS1308). This means the nucleophile preferentially attacks position 1. 

A mixture of 171 g. (1 mole) of dimethyl-a-naphthylamine (Note 1) and 125 g. (1.2 moles) of cyanogen bromide 1 in a 1-1. flask (Note 2) is heated under reflux on the steam bath for 16 hours (Note 3). The cooled reaction mixture is added to 2.5 1. of dry ether, and the insoluble quaternary salt (Note 4) is filtered. The ether filtrate is extracted with four 800-ml. portions of approximately 15% hydrochloric acid solution (Note 5) and washed with five 500-ml. portions of water. The ether solution is dried with 30-35 g. of anhydrous calcium sulfate (Drierite). After filtration, the solvent is removed by distillation at atmospheric pressure on the steam bath the residue is fractionated under reduced pressure. The yield of pale yellow oil, boiling at 170-171°/ mm- (185—187°/3 mm.), amounts to 115-122 g. (63-67%) (Note 6). 

About 25 g. of crystalline dimethyl-a-naphthylamine hydrochloride may be recovered by efficient chilling of the hydrochloric acid extracts. 

Similarly, (V-ethyl-l-naphthylamine was prepared in 88% yield, and (V-ethyl-, N-bu-tyl- and (V-benzyl-2-naphthylamine, and (V-ethyl- and (V-butyl-/ -toluidine were prepared in 50-64% yields.34 In the alkylation of / -toluidine and / -anisidine with butyraldehyde, N,N-dibutyl derivatives were also produced in 19 and 25% yields, respectively. The Emerson-Waters procedure was also applied to the reductive alkylation of 2-phenylpropylamines and 2-phenylisopropylamines with C1-C3 aldehydes (amine aldehyde ratio = 1 3).35 With higher aldehydes the monosubstituted products were isolated in good yields (in 48-94% yields with acetaldehyde), while with formaldehyde (V.N-dimethyl derivatives were obtained in 51-85% yields. 

Aromatic compounds susceptible to nucleophilic substitution reactions having substituents with an electrophilic center adjacent to the position of nucleophilic attack, e.g., Af,A(-dimethyl-2,4-bis(trifluoroacetyl)-l-naphthylamine, also are (1,3 ee) building blocks. They react with... 

DIMETHYL-3-(2-NAPHTHALENYL)(2R,3S)-REL-3-PYRROUDINOL DROCHLORIDE see DSU300 N,N-DIMETHYL-l-NAPHTHYLA. flNE see DSU400 DIMETHYL-a-NAPHTHYLAMINE see DSU400 a-DIMETHYLNAPHTHYLAMINE see DSU400... 

N, N-DIMETHYL-(X-NAPHTHYLAMINE see DSU400 DIMETHYLNITTLAIvnN (GERMAN) see DSV200 DIMETHYLNITRAMINE see DSV200 DIMETHYLNITROAMINE see DSV200... 

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