Morpholine

About: Morpholine is a research topic. Over the lifetime, 5411 publications have been published within this topic receiving 51063 citations. The topic is also known as: diethylene imidoxide & diethylene oximide.

Phosphorus–nitrogen compounds. Part 50. Further studies on the formation of bicyclic cyclotetraphosphazatetraene derivatives

Abstract: The reactions of hexachloro-2,6-bis(ethylamino)cyclotetraphosphazatetraene, N4P4Cl6(NHEt)2, with pyrrolidine, piperidine, morpholine, diethylamine, or cyclopropylamine give bicyclic N4P4(NRR′)5(NHEt)(NEt), as well as monocyclic derivatives N4P4(NRR′)6(NHEt)2(NRR′= pyrrolidino, piperidino, morpholino, diethylamino, or cyclopropylamino). The reactions of N4P4Cl8 with cyclopropylamine give the bicyclic, N4P4(NHC3H5)6(NC3H5), and monocyclic, N4P4(NHC3H5)8, products, the former being the first structure of its kind with an α-branched alkyl group at the bridgehead to be isolated. Salient features of the 1H and 31P n.m.r. spectra of these bicyclic phosphazenes are discussed and related to their structures. Likely reaction mechanisms are considered.

N-nitrosation and N-nitration of morpholine by nitrogen dioxide in aqueous solution : effects of vanillin and related phenols

Abstract: La presence de vanilline augmente la proportion de nitrosomorpholine formee a partir de morpholine et de NO2, sans doute en raison de la presence d'un groupement hydroxyle dans la molecule. Etude de l'action de toute une serie de phenols sur la nitrosation ou la nitration, en fonction du pH et en relation avec la formation de nitrosamines dans les produits alimentaires

Reactions of triterpenoid ketones with sulfur and morpholine under the conditions of Willgerodt-Kindler reaction

Abstract: 19/3,28-Epoxy-18ot-oleanan-3-one (I) when heated with sulfur in morpholine gives rise to 2-oxo derivative 1I, accompanied by a small amount of the starting ketone I. The reaction can be con­ trolled so that 2-oxo derivative 1I is formed almost exclusively. Derivatives lII- VII with a keto group and a further functional group in the position 2 and 3 also give 2-oxo derivative II. In the same manner 3-oxo-18ot-oleanan-28 -->-19/3-olide (XVIII) was converted to 2-oxo derivative XIX. \-oxo derivative VIII and A-nor-ketone IX do not react under these conditions. An addition of vicinal diamine into the reaction mixture leads to the formation of compounds XIII, XV-XVII, XX with a pyrazine cycle condensed with the ring A. The Willgerodt reaction is known as an advantageous method for the preparation ofthioamides of ro-arylalkanoic acids from aryl alkyl ketones; in the K.indler modifi­ cation of this method sulfur in boiling morpholine is used and in it aryl alkyl ketones afford thiomorpholides of acids l . The synthetic possibilities of this reaction in the chemistry of aromatic compounds are well investigated, but their application in the field of aliphatic and alicyclic ketones is much less known (see ref. l and the references therein). For example in the reaction of 3-alkanones with sulfur and morpholine the formation of a mixture of 2-alkanones and thiomorpholides of acids has been observed, i.e. a shift of the carbonyl group by one to two carbon atoms2 • Under similar conditions 4-heptanone and heptanal give a mixture of isomeric heptanones 3 • In the case of alicyclic ketones, when 4-methylcyclohexanone was reacted with sulfur in morpholine, the formation of a mixture of 2-, 3- and 4-methylcyclohexanone3 was observed. A similar shift of the keto group was also observed in camphor3 • In connection with our study of the reactivity of pentacyclic triterpenoids we ap­ plied the conditions of the Willgerodt-Kindler reaction to triterpenoid derivatives with a keto group in the ring A. As starting materials we used the following derivatives of I913,28-epoxy-18(X-oleanane and 18(X-oleanan-28~ 1913-olide: 3-oxo derivatives I and XVIlI, 2-oxo derivative II, I-oxo derivative VIII, A-nor-ketone IX and ketones with a double bond or a polar substituent in the ring A, III - VII.