Ueber ein neues Toluylendiamin, C6H3.CH3(1).NH2(2).NH2(3)

Lellmann, Eugen

doi:10.1002/jlac.18852280206

Cited by 7 publications

(6 citation statements)

References 2 publications

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“…The product was recrystallized from the minimum amount of glacial acetic acid, filtered, washed with methanol and dried under vacuum at 60°C to give DPX. All three dinitro- p -xylenes were formed on direct nitration according to Lellmann [ 7 ], who obtained only 2 grams of 2,5-compound from 100 grams of solid product. All other investigators report only the 2,3- and 2,6-dinitro-p-xylenes.…”

Section: Methodsmentioning

confidence: 99%

“…Glinzer and Fittig heated mononitro- p -xylene and fuming nitric acid to produce a solid mixture of dinitro compounds. Lellmann’s [ 7 ] nitration method was to mix 25 grams of p-xylene and 100 grams of nitric acid (density, 1.51g/cm 3 ) and allow them to stand for several days, however the yield was poor (only 2 grams of the 2,5-dinitro- p -xylene isolated from 100 grams of solid product). Giua [ 8 ] nitrated p-xylene with mixed acid and obtained only the 2,3-and 2,6-isomers.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Characterization of Nitro-p-xylenes

Liu

Zhang

et al. 2005

Molecules

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In this paper we elected to nitrate p-xylene because this compound has only one mononitro- and trinitro- isomer. Trinitro-p-xylene was used as a starting material for the synthesis of other compounds in subsequent work. The mononitration of p-xylene can be easily carried out at 30°C. Nitro-p-xylene is easily nitrated to dinitro-p-xylene at a temperature of 80°C. The trinitro-p-xylene can be obtained at 120°C. Single crystals of 2,3-dinitro-p-xylene and 2,3,5-trinitro-p-xylene were grown using the slow cooling method and we report the X-ray structure of the former. The thermal decomposition of the compounds was studied using differential scanning calorimetry (DSC) and thermogravimetry-derivative thermogravimetry (TG-DTG) techniques and FT-IR. The target compounds were also characterized by 1H-NMR, 13C-NMR and MS.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Nitro-p-xylenes

Liu

Zhang

et al. 2005

Molecules

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“…The reaction is usually carried out by heating the diamine with the aldehyde to 120-160°C., or the dry diamine dihydrochloride is heated with the aldehyde until the evolution of hydrogen chloride ceases (450). This latter reaction (equation 3) may be used to distinguish o-diamino dihydrochlorides from m-and p-diamine dihydrochlorides, since only the diamine dihydrochlorides of the ortho series evolve hydrogen chloride when heated for several minutes with a few drops of benzaldehyde (461).…”

Section: Jrmentioning

confidence: 99%

“…By this general method 2(3#)-benzimidazolethione (242,259) and the 5-chloro (242), 4-methyl (459), and 5-methyl (458) derivatives of 2(3#)-benzimidazolethione have been prepared.…”

Section: XLIVmentioning

confidence: 99%

“…3H)-benzimidazolone, which gives also a 1,3-diben-) -Benzimidazolethione is not desulfurized on treatment with hot alkaline lead solutions(460). The mercapto group of 2-mercaptobenzimidazoles may be removed by treatment with iodine (0.5 N) solution and sodium bicarbonate(196): H203As/\ -N V\> NaHCO, H203AsZ\-N NH Aqueous iodine solution (1 N) yields the disulfide (199):…”

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The Chemistry of the Benzimidazoles.

Wright¹

1951

Chem. Rev.

440

175

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Ueber Piperideïn und Dipiperideïn

Lellmann¹,

Schwaderer²

1889

Ber. Dtsch. Chem. Ges.

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Aus der Reihe der Tetrahydropyridine oder Piperideine haben wir (lurch die Untersuchungen A. w. H o f m a n n ' s l ) und die L a d e nb u r g ' s 2) einige Reprasentanten kennen gelernt, die zum grossten Theile nach der von H 0 f m a n n angegebenen Methode dargestellt wurden, namlich durch Behandlung der Hexahydropyridine mit Brom in alkalischer Losung. Die Constitution aller dieser homologen Piperidehe blieb einstweilen unbekannt , sowie auch das typische Piperidei'n selbst , welches die Theorie in drei Isomeren voraussehen liiast. Es scheint, als ob die H o f m a n n ' s c h e Methode, auf das Piperidin angewandt, nur schwer zum Ziele fiihre.Unter diesen Umstiinden schien es interessant zu sein, die Darstellung eines Piperideyns aus dem friiher von L e l l m a n n und Geller3) beschriebenen Piperylenchlorstickstoff durch Behandlung mit Alkali zu versuchen. Der Eine') von uns hat in einer vorlaufigen kurzen Mittheilung erwahnt, dass bei dieser Reaction eine gut krystallisirende Base gewonnen werde, die indessen von vornherein auf Grund ihrer physikalischen Eigenechaften nicht als das erhoffte Piperidein angesehen wurde. Doch hier m6ge erst eine Beschreibung unserer Vereuche folgen. Das Ausgangsproduct fur unsere Untersuchungen , das Chlorpiperidin, haben wir nach der schon friiher angedeuteten Methode, welche ungefahr 200 g a n einem Tage bequem liefert, dargestellt, indem wir eine Lijsung von Piperidin in dem zweifachen Volumen Wasser in eine siedende Chlorkalklijsung, die sich in einer weitbauchigen Retorte befand, fliessen liessen. Das Destillationsproduct wird im Scheidetrichter getrennt und die wasserige Fliissigkeit, welche in der Regel etwaa uuangegriffenes Piperidin enthalt, wieder zum Verdiinnen neuer Piperidinmengen benutzt. Das Chlorpiperidin wird hierauf einige Male mit Wasser bis zur neutralen Reaction gewaschen und befindet sich dann in einem fur die weitere Verarbeitung geeigneten Zustande 9.

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Ueber ein neues Toluylendiamin, C₆H₃.CH₃(1).NH₂(2).NH₂(3)

Cited by 7 publications

References 2 publications

Synthesis and Characterization of Nitro-p-xylenes

Synthesis and Characterization of Nitro-p-xylenes

The Chemistry of the Benzimidazoles.

Ueber Piperideïn und Dipiperideïn

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