Aniline methylation

Methyl n-amyl ketone N-Methy aniline Methyl bromide s 3-Mediylbutan-l -ol... 

Aniline, methyl aniline, 1-naphthylamine, and diphenylamine at trace levels were determined using this technique and electrochemical detection. Two electrochemical detectors (a thin-layer, dual glassy-carbon electrode cell and a dual porous electrode system) were compared. The electrochemical behavior of the compounds was investigated using hydrodynamic and cyclic voltammetry. Detection limits of 15 and 1.5nmol/l were achieved using colourimetric and amperometric cells, respectively, when using an in-line preconcentration step. 

Wolfbeis investigated the reactions of amines and orthoesters with different CH-acid molecules (81CB3471). When the reactions of aniline, ethyl orthoformate, and dialkyl malonates (2 mol) were carried out at 130-140°C for 4 hr, phenylaminomethylenemalonamates (245) were obtained (81CB3471). Similar reactions with aliphatic amines were unsuccessful. Phenylaminomethylenemalonic acid could not be prepared in the reactions of aniline, methyl orthoformate or orthoacetate, and malonic acid. When these reactions were carried out in 2-propanol, only amidines (246) were obtained. 

Synonyms BRN 0964788 CCRIS 3143 CE EINECS 207-531-9 7V-Methyl-2,4,6-tetranitro-aniline -Methyl-iV,2,4,6-tetranitrobenzenaniine Nitramine NSC 2166 Picrylmethyl-nitramine Picrylnitromethylamine Tetralit Tetralite Tetril 2,4,6-Tetryl Trinitrophenylmethyl-nitramine Trinitrophenyl-7V-methylnitramine 2,4,6-Trinitrophenylmethylnitramine 2,4,6-Trinitro-phenyl-A7methylnitramine UN 0208. 

Figure 15. A comparison of aniline methylation using methanol at 350°C and DMC at 250°C on Zn0.8Co0.2Fe204. Reprinted from Applied Catalysis A General, 159, Sreekumar K., et al, 2000, 327-334 with permission from Elsevier.

Mono- and di-A-methylation of aniline are important reactions for the synthesis of intermediates in fine chemicals manufacture. Aniline methylation by methanol... 

Aniline and Substituted Anilines. Methyl, chloro, nitro, methoxyl, ethoxyl, phe-noxyl, hydroxyl, carboxyl, carbalkoxyl, carbonamide, and sulfonic acid groups are primarily used as substituents. 

Calculate the standard heats of formation of benzene)/), methanol(Z), aniline(/), methyl chloride)/ ), and ethyl mercaptan(Z) using heat-of-combustion data, knowledge of the combustion products, and the equations in Table 1.20. 

Effect of CH Group. Substitution of CH for H lowers the molecular symmetry, and the data in Table 2 snow that it raises the position of the NIS (makes the EA smaller). The same effects are observed when one of the CH2 groups of the ethylene molecule is replaced by atomic oxygen, which is the united atom equivalent of CH2. Similar effects are observed for aromatics (e.g., the position of the lowest NIS of aniline, methyl aniline and dimethyl aniline, were reported to be respectively, -1.13 (10), -1.19 (11) and -1.24 (j ) eV). These data were again from electr scattering experiments the NISs are very short-lived (<10 sec) and the EA < 0 eV. 

SYNS o-AMINOBENZOIC ACID METHYL ESTER 2-AMINOBENZOIC ACID METHYL ESTER o-CARBOMETHOXYANILINE 2-CARBOMETHO-XYANILINE FEMA No. 2682 2-(METHOXY-CARBONYL)ANILINE METHYL o-AIvIINOBENZO-ATE METHYL 2-AMINOBENZOATE METHYL ANTHRANILATE (FCC) METHYLESTER KYSELINY ANTHRANILOVE NEROLI OIL, ARTIFICAL... 

With aniline, methyl chloroformate reacts as follows ... 

Hydrogen Nitrogen -Argon Oxygen -Methane -Ethyl ether Carbon disulphide Benzine -Stannic chloride Aniline -Methyl sahcylate Mercury -Sulphur -... 

F) Separation of Amines by the Use of Benzenesulfonyl Chloride (Hinsbei Reaction). For this experiment the primary, secondary, and tertiary butylamines may be used, or aniline, methyl-aniline and dimethylaniline. To 1 ml of primary, secondary, and tertiary amine, in separate tubes, add 5 ml of 6 A sodium hydroxide solution, 4 ml of water, and 2 ml of benzenesulfonyl chloride. The tubes are stoppered and shaken at intervals for 5 minutes while they are warmed in a water bath. The rate at which heat is... 

The reactivity orders are found as indole > methylated aniline > methylated indole > quinoline > benzoquinoline > methylated benzoquinoline > carbazole > methylated carbazoles. 

The effect of reaction temperature (523-673 K) on aniline methylation (after 2 h on stream) over AP-P, APAl-P and Si-235 catalysts is shown in Fig. 2. It is clearly seen that conversion increases continuously up to 673 K. As regards reaction selectivity, as temperature and/or conversion increases, steadily decreases and increases. More or less the... 

From the data on feed rate, temperature and OPE curves, it can be concluded that aniline methylation on AlPO and AlPO -metal oxide catalysts follows a sequential reaction path of formation of NMA, to NNDMA and then C-alkylated products ... 

Figure 3. OPE curves for aniline methylation fractional conversion at a particidar reaction product (X) vs. aniline conversion (X y,j) for APAl-P catalyst.

Key nurds Aniline methylation, molecular sieves, alkali-metal exchanged Y, ALPO, SAPO, NMA, NNDMA, NMT, NNDMT, T. 

A comparison of the activity of different catalysts in the aniline methylation is shown in Table 3. Major products of the reaction are N-Methylaniline (NMA), N,N-Dimethylaniline (NNDMA), Toludine(T), N-Methyltoludine (NMT) and N,N-Dimethyltoludine (NNDMT). N-, N,N-, N,N,C- alkylated products were formed for the ALPO-11 and its Si or Mg analogues. Further the alkylation activity of the side chain is directly proportional to the alkali content of the zeolite. Formation of toluidines are not favored in ALPOs and their derivatives. The dialkylated products are formed from NNDMA via N-C shift in large measure by the carbocation mechanism [9]. ZSM-5 zeolites favor only monoalkylated products whereeis ALPOs and the derivatives favor large quantities of... 

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