Dimethylamide

Dissolve log. of powdered toluene-p-sulphonamide in 6o ml. of 10% aqueous sodium hydroxide (2 5 mols.) diluted with 50 ml. of water to moderate the reaction. Then, using the same precautions as in the previous preparation, add 127 ml. (17 g., 2 3 mols.) of dimethyl sulphate and shake the mixture vigorously. The crystalline dimethylamide rapidly separates from the warm... 

The toluene-p sulphon-dimethylamide can be readily hydrolysed by boiling under reflux with 70% sulphuric acid (see p. 107). If the... 

Zirconium dichiorohis(dimethylamide) [87227-57-4] ZrCl2[N(CH2)2]2 h made direcdy from methylamine and zirconium tetrachloride but all of the halogens can be substituted by treating zirconium tetrachloride with the appropriate lithium alkylamide (229). Zirconium arylamines are made from zirconium alkoxides which first are converted to aryloxides (230). 

Chemical DesignationsN,N-Dimethylacetamide, Acetic Acid, Dimethylamide Chemical Formula CH3CON(CH3)j. 

Br. GHj. GH2. GBr(G02. G2H5)2. This reacts with methylamine orming two products both derived from ZV-methylpyrrolidir e-2 2-dicarboxylic acid, viz., the dimethylamide (XIV) and the diethyl ester. 

In these papers, the carboxylic acid to be protected was a stable, unsubstituted compound. Harsh conditions were acceptable for both formation and cleavage of the amide. Typically, a simple secondary amide is very difficult to cleave. As the pKa of the conjugate acid of an amide decreases, the rate of hydrolysis of amides derived from these amines increases. The dimethylamide of a cephalosporin was prepared as follows using 2,2 -dipyridyl disulfide. ... 

By analogy, thermal cyclization was described also for 6-nitro-2 -hydroxy-biphenyl-2-carboxylic acids, e.g. 14, obtained by other methods. The same product 15 was also formed from lactone 17, prepared by oxidation of fluorenone 16 (Scheme 2). If the reaction was performed in DMF, the corresponding dimethylamide was isolated (82KGS703, 86KGS852, 87KGS314, 89MI1). 

Die Reduktion aliphatischer und aromatischer Carbonsaure-amide zu Aldehyden ver-lauft etwa gleich gut. Als Reaktionsmedium hat sich besonders THF bewahrt, in dem z. B. Carbonsaure-dimethylamide durch Lithiumalanat besser zu Aldehyden reduziert werden als in Diathylather2,3. 

Carbonsaure-dimethylamide werden durch selektiv wirkende Hydride zu Aldehyden reduziert z. B. durch Lithium-diathoxy-dihydrido-aluminat6 bzw. Lithium-tri-athoxy-hydrido-aluminat6. 

Cycloalken-(2)-yl-acetaldehyde werden nur mit niedrigen Ausbeuten erhalten8. Carbonsaure-dimethylamide mit konjugierter C=C-Doppelbindung liefern praktisch... 

Lithium-dimethoxy-dihydrido-4und -trimethoxy-hydrido-aluminat1 reduzieren Carbonsaure-dimethylamide mit schlechteren Ausbeuten zu den Aldehyden als die entsprechenden Athoxy-Derivate. 

Mit Natriumalanat, das selektiver als Lithiumalanat wirkt, konnen Carbonsaure-dimethylamide in THF bei 0° mit guten Ausbeuten zu Aldehyden reduziert werden. Konju-gierte C = C-Doppelbindungen werden meist angegriffen. Aus aromatisehen Carbonsaure-amiden werden aueh Alkohole gebildet (z. B. aus Benzoesaure-dimethylamid 9% d.Th. Benzylalkohol neben 76% d.Th. Benzaldehydb). 

Bis-[2-methyl-propyll-aluminiumhydrid7 und Natrium-bis-[2-methyl-propyl]-dihydri-do-aluminat8 reduzieren Carbonsaure-dimethylamide nur mit mittleren Ausbeuten zu Aldehyden. 

Analog erhalt man durch Reduktion mit Kaliumboranat aus l-Methyl-2-phenyl-indo-lyl-(3)-glyoxylsaure-dimethylamid 1-Methyl-2-phenyl-indolyl-(3)-glykolsaure-dimethyl-amid (F 137-1390)3. 

Ahnliche Resultate werden mit Zimtsaure-nitril und -dimethylamid erzielt,5 wahrend Brom-maleinsaure an Quecksilber an der C-Br-Bindung angegriffen wird6 ... 

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