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Ethyl-2-methylpyridine

Submitted by Robert L. Frank, Frederick J. Pilgrim, and Edward F. Riener.1 [Pg.41]

Two hundred and sixty-seven grams (296 ml., 4.38 moles) of 28% aqueous ammonium hydroxide, 207.5 g. (209 ml., 1.57 moles) of paraldehyde, and 5.0 g. (0.065 mole) of ammonium acetate are heated to 230° with continuous agitation in a 2-1. steel reaction vessel (Note 1), and the temperature is maintained at 230° for 1 hour (Note 2). The autoclave is then allowed to cool, and the two layers of the reaction mixture are separated (Note 3). To l lie non-aqueous layer is added 60 ml. of chloroform, causing separation of water which is combined with the aqueous layer. T he aqueous layer is extracted with three 50-ml. portions of chloroform, and the extracts are combined with the main portion of the chloroform solution. After removal of the chloroform by distillation at atmospheric pressure, fractional distillation under reduced pressure through a 30-cm. Fenske-type column 2 gives a lore-run of water, paraldehyde, and a-picoline, b.p. 40-60°/17 [Pg.41]

A steel reaction vessel of the type used for high-pressure catalytic hydrogenations is satisfactory. The pressure of the reaction mixture ranges from 800 to 3000 lb. A larger volume of reactants should not be used in a 2-1. reaction vessel. [Pg.42]

The reaction is exothermic and in some reaction vessels may cause the temperature to rise above 230° for a short period. This has no apparent effect on the yield of product. The temperature measured is that of a thermocouple inserted in a well in the cover of the autoclave and corresponds to about 250° if the thermocouple is in the wall of the autoclave. [Pg.42]

The mixture contains a small amount of solid material, apparently due to slight corrosion of the steel reaction vessel. If the solid causes the formation of an emulsion, it can be removed by filtration. [Pg.42]


Important commercial alkylpyridine compounds are a-picoline (2), Ppicoline (3), y-picoline (4), 2,6-lutidine (5), 3,5-lutidine (6), 5-ethyl-2-methylpyridine (7), and 2,4,6-coUidine (8). In general, the alkylpyridines serve as precursors of many other substituted pyridines used in commerce. These further substituted pyridine compounds derived from alkylpyridines are in turn often used as intermediates in the manufacture of commercially usehil final products. [Pg.321]

Compound (27) may also be obtained dkecdy by oxidation of P-picoline (3) or by exhaustive oxidation of 5-ethyl-2-methylpyridine (7), followed by decarboxylation of the initially formed pyridine-2,5-dicarboxyhc acid [100-26-5] (28) (eq. 8) (30). [Pg.327]

Commercial Manufacture of Specific Pyridine Bases. Condensation of paraldehyde with ammonia at 230°C and autogenous pressure (eq. 22) is used to manufacture 5-ethyl-2-methylpyridine (7). This is one of the few Hquid-phase processes used in the industry to make relatively simple aLkylpyridines, and one of the few processes known to make a single alkylpyridine product selectively. [Pg.332]

Ethyl-2-methylpyridine (7) is used as starting material for niacin (27). 2,6-Dimethylpyridine (5) is used for the antiarteriosclerotic pyridinol... [Pg.336]

Chemical Designations - Synonyms Aldehyde-collidine Aldehydine 5-Ethyl-2-Methylpyridine 5-Ethyl-2-picoline MEP Chemical Formula CjHnN. [Pg.259]

DAS2256 508(Nippon Soda appl. 17.11.1972 J-prior. 17.11.1971). 5-ethyl-2-methylpyridine ... [Pg.1432]

Ethylenimine, 30, 38 toxic properties of, 30, 40 Ethyl o-ethoxybenzoate, 32, 75 Ethyl formate, 32, 32 Ethyl glycidyl ether, 31, 3 2-Ethylhexanaldoxime, 32, 67 2-Ethylhexanamide, 32, 65 2-Ethylhexanoic acid, 32, 66 2-Ethylhexanonitrile, 32, 65 Ethylidene bromide, 32, 55 Ethyl iodide, 31, 34 Ethyl isodehydroacetate, 32, 76 Ethyl lactate, 31, 59, 60 5-ETHYL-2-METHYLPYRIDINE, 30, 41 Ethyl orthocarbonate, 32, 68 Ethyl orthoformate, 32, 5 Ethyl orthosilicate, 32, 5 Ethyl phenylazoacetoacetate, 32, 85 Ethyl phenylcyanoacetate, 30,43,80 Ethyl 0-phenyl-/3-cyanopropionate, 30, 84... [Pg.55]

In nitroamine oxides the nitro group may be reduced preferentially but usually both functions are affected. 5-Ethyl-2-methyl-4-nitropyridine A -oxide is converted quantitatively to 4-amino-5-ethyl-2-methylpyridine by hydrogen over 30% palladium on charcoal in ethanolic solution [737]. The outcome of the hydrogenation of a nitroamine oxide may be influenced by reaction conditions [736]. [Pg.95]

In contrast to these vapour-phase reactions, it has been reported that ketones and aqueous ammonia (or ammonium acetate) in an autoclave give less complex mixtures of pyridines. Crotonaldehyde gives 5-ethyl-2-methylpyridine (570) in up to 59% yield, methyl vinyl ketone gives 2,3,4-trimethylpyridine (571) rather than 2,3,6-trimethylpyridine 1,3,3-trimethoxybutane has been used in place of methyl vinyl ketone (49JA2629). In some cases reverse aldol reactions occur (for example with benzalacetophenone) giving unwanted products. A similar reverse aldol is responsible for the production of triarylpyridines (572) when benzalacetophenones are treated with formamide and ammonium formate (73JA4891). [Pg.472]

Ethyl-2-methylpyridine [104-90-5] M 121.2, b 178.5"/765mm, d 0.919, n 1.497. Purified by conversion to the picrate, crystn, and regeneration of the free base, then distn. [Pg.217]

The pentane-1,5-dione is usually formed in situ by aldol- or Michael-type reactions (203 — 204 — 200). Thus, acetaldehyde (203 R = H, R = Me) and ammonia give 4-picoline and 3-ethyl-4-methylpyridine by formation of the intermediate (205), condensation with another molecule of MeCHO, and subsequent dehydrogenation. The same reaction also yields 2-picoline and 5-ethyl-2-methylpyridine via the intermediate (206). Such reactions are used industrially. [Pg.546]

In some cases prolonged operation of such systems allowed the biomass in the biological stage to adapt to the problematic compounds in the waste water influent, which were originally classified biorefractory. Thus, the amount of ozone necessary for their complete elimination decreased considerably, or even completely, e. g. in the case of 3-methylpyridine (Stern et al., 1996). However, this effect is very substrate-specific, e. g. no adaptation occurred with 5-ethyl-2-methylpyridine (Stern et al., 1996) and 4-nitroaniline (Langlais et al., 1989 Saupe, 1997) or 2,4-dinitrotoluene (Saupe and Wiesmann, 1996 and 1998). [Pg.166]

See Nitric acid 5-Ethyl-2-methylpyridine See other ORGANIC ACIDS... [Pg.951]


See other pages where Ethyl-2-methylpyridine is mentioned: [Pg.874]    [Pg.383]    [Pg.334]    [Pg.240]    [Pg.33]    [Pg.34]    [Pg.34]    [Pg.2383]    [Pg.881]    [Pg.979]    [Pg.990]    [Pg.990]    [Pg.1582]    [Pg.47]    [Pg.1143]    [Pg.252]    [Pg.331]    [Pg.297]    [Pg.1249]    [Pg.278]    [Pg.57]    [Pg.51]    [Pg.816]    [Pg.1380]   
See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.41 ]

See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.41 ]

See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.30 , Pg.41 ]

See also in sourсe #XX -- [ Pg.226 ]

See also in sourсe #XX -- [ Pg.403 ]

See also in sourсe #XX -- [ Pg.200 ]




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