1670-17-3

Usage

InChI:InChI=1/C8H9N3O4/c1-9(2)7-4-3-6(10(12)13)5-8(7)11(14)15/h3-5H,1-2H3

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 124-40-3 dimethyl amine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 51-80-9 bis-(dimethylamino)methane 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 75-50-3 trimethylamine 
• 970-88-7 2,4-dinitrophenyl benzenesulfonate 
• 584-48-5 2,4-dinitrobromobenzene 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 871876-73-2 2,3-dimethyl-4-nitroso-aniline 
• 5300-21-0 N,N-diethylphenethylamine 
• 2155-94-4 N,N-dimethyl-2-propen-1-amine 
• 702-11-4 4-fluoro-N,N-dimethylbenzylamine 

Downstream Products

• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 1022-07-7 N-methylpicramide 
• 5367-52-2 N¹,N¹-dimethyl-4-nitrobenzene-1,2-diamine 
• 58538-01-5 N-methyl-N-nitroso-2,4-dinitroaniline 
• 45869-07-6 N¹,N¹-dimethyl-benzene-1,2,4-triyltriamine 
• 124-40-3 dimethyl amine 
• 19092-03-6 N-methyl-2,4-dinitro-N-nitroaniline 
• 5367-36-2 4-(N,N-dimethylamino)-3-acetamidonitrobenzene 
• 1817-73-8 2-bromo-4,6-dinitroaniline 
• 519-44-8 2,4-dinitroresorcinol 
• 116748-09-5 2-(2-Dimethylamino-5-nitro-phenylamino)-N-(3-dimethylamino-propyl)-benzamide 
• 116748-08-4 N-<2-(dimethylamino)-5-nitrophenyl>anthranilic acid 
• 116374-67-5 4-(dimethylamino)-9-<<3-(dimethylamino)propyl>-amino>-1-nitroacridine 
• 51-28-5 2,4-Dinitrophenol 

Relevant academic research and scientific papers

N,N-Dimethyl-2,4-dinitroaniline

The title compound, C8H9N3O4, has both the o-nitro group and the 1-dimethylamino group twisted out of the plane of the benzene ring, whereas the p-nitro group is almost coplanar with the ring.

Photoredox catalyzed dealkylative aromatic halogen substitution with tertiary amines

A reaction of aromatic halides bearing electron-withdrawing groups with tertiary amines in the presence of an iridium catalyst under blue light irradiation is described. Products of the aromatic substitution of the halide by the dialkylamino fragment are

General method for nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine using hydroxide-assisted decomposition of N,N-dimethylforamide

A practical and convenient procedure for the nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine was developed using a hydroxide-assisted thermal decomposition of N,N-dimethylforamide. These conditions are tolerant of nitro, nitrile, aldehyde, ketone, and amide groups but will undergo acyl substitution to form amides for methyl esters and acyl chlorides. Isolated yields of the products range from 44% to 98%, with the majority being greater than 70% for 17 examples.

Pd(OAc)2-catalyzed dinitration reaction of aromatic amines

Taking advantage of Pd(OAc)2-catalyzed dinitration reactions with Bi(NO3)3·5H2O in trifluoroethanol (TFE) and trifluoroacetic acid (TFA), we have developed an efficient and practical method for the synthesis of secondary dinitro-aromatic amines. The products could be applied to the preparation of 5-amine-N-methyl-benzimidazolone, the azo-dyes, economic advantages. The method has also been expanded to the dinitration reaction of some tertiary aromatic amines.

First Application of Heterogeneous Cobalt Catalysis in Csp2-N Cross-Coupling of Activated Chloroarenes under Ligand-Free Conditions

A heterogeneous CoII/Al2O3 catalyst efficiently catalyses the N-arylation of N-heterocycles and open-chain secondary amines by activated chloroarenes and chloroheteroarenes under ligand-free conditions in water to give a series of functionalized tertiary amines. The catalyst was prepared by immobilizing CoBr2 onto the surface of Al2O3, and was characterized by X-ray diffraction, X-ray photoelectron spectroscopy, scanning electron microscopy, and energy-dispersive X-ray analysis. This catalyst could be recycled up to six times without any appreciable loss of catalytic activity. A heterogeneous CoII/Al2O3 catalyst efficiently catalyses the N-arylation of N-heterocycles and open- or closed-chain secondary amines by activated chloroarenes and chloroheteroarenes under ligand-free conditions in water to give a series of functionalized tertiary amines.

Ligand free open air copper(II) mediated aryl formamidation and amination of aryl halides

A simple synthetic procedure for direct formamidation and amination of aryl halides mediated by copper(II) salts was developed in open air, without an external ligand in formamide with potassium carbonate as a base. This approach is particularly efficient when electron active aryl halides are used as substrates. In these cases almost quantitative formamidation was observed.

Reaction products of activated aromatic and heteroaromatic chlorides with n,n-disubstituted formamides

Several N,N-disubstituted aromatic amines (3a-g) was obtained in very good yield by the reaction of adequate doubly activated aromatic or heteroaromatic halides (1a-e) with N,N-disubstituted formamides (2a-c). Analogously, starting from 4-chloro-3-pyridin

Convenient dimethylamino amination in heterocycles and aromatics with dimethylformamide

A convenient dimethylamino amination of various heterocyclic and aromatic compounds having activated chloro group has been carried out in good yields using dimethyl formamide (DMF).

OXIDATION DYES

The invention relates to oxidation colorants which are particularly suitable for coloring keratin fiber and to a method of coloring such fiber. The colorants contain as the preliminary oxidation dye at least one diamino aniline of the general formula (I), in which R1 to R6 independently of each other are hydrogen, a (C1-C4)-alkyl group, a hydroxy-(C2-C3)-alkyl group, a (C1-C4)-alkoxy-(C2-C3)-alkyl group, an amino-(C2-C3)-alkyl group in which the amino group can also have one or two (C1-C4)-alkyl radicals, or a 2,3-dihydroxypropyl group provided that not all substituents R1 to R6 are simultaneously hydrogen, and R1 and R2 and/or R3 and R4 and/or R5 and R6 along with the nitrogen atom to which they are attached are also an aziridine ring, an azetidine ring, a pyrrolidine ring, a piperidine ring, an azepane ring, an azocine ring or a morpholino group, thiomorpholino group or piperazino group which has another substituent R7 on the nitrogen atom which is selected from hydrogen, a (C1-C4)-alkyl group, a hydroxy-(C2-C3)-alkyl group, a (C1-C4)-alkoxy-(C2-C3)-alkyl group, an amino-(C2-C3)-alkyl group, or a 2,3-dihydroxypropyl group, and the three remaining hydrogen atoms on the benzol ring can also be replaced independently of each other by a halogen atom or a (C1-C4)-alkyl group, or the physiologically tolerable salts thereof with inorganic and organic acids. Shades of color are obtained which have a high level of brilliancy and color fastness.

15N NMR and FTIR studies of 2,4-dinitroanilines and their salts

Twenty-two 2,4-dinitroanilines were synthesised and their pK(a) values were determined. The 2,4-dinitroanilines and their protonated forms were studied by 15N NMR spectroscopy. The relations between the 15N NMR chemical shifts and the pK(a) values of the 2,4-dinitroanilines and their salts were found to be linear. The deprotonation reaction of N-methyl-2,4- dinitroanilines and N-methyl-2,4,6-trinitroaniline by MTBD was successful only for the latter and yielded protonated MTBD molecule and the anion in which the electrons are strongly delocalised. The kinetic parameters of the 2,4-dinitroanilines in reactions with hydroxide ions in mixed solvent DMSO:water (95:5, v/v) were determinated and discussed. (C) 2000 Elsevier Science B.V.