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Reaction of Ketenes with N,N-Disubstituted 2-Aminomethylenecycloalkanones VI. Synthesis of N,N-Disubstituted 4-amino-3,4-dihydro-3,3-dithioethyl-5,6-polymethylene-alfa-pyrones
Reaction of Ketenes with N,N-Disubstituted alfa-Aminomethyleneketones. X . Synthesis of N,N-Disubstituted 6-Alkyl-4-amino-3,3-dichloro-3,4-dihydro-2H-pyran-2-ones and of 6-Alkyl-4-amino-3-chloro-2H-pyran-2-ones
Reaction of 2-Dimethylaminomethylene-1,3-diones with Dinucleophiles. X. Synthesis of 5-Substituted Ethyl or Methyl 4-Isoxazolecarboxylates and Methyl 4-(2,2-Dimethyl-1-oxopropyl)-5-isoxazolecarboxylate
Reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates with hydroxylamine hydrochloride in methanol solution afforded in high yields the relative esters of 5-substituted 4-isoxazolecarboxylic acids II. These esters were hydrolyzed generally with concentrated hydrochloric acid-acetic acid mixtures to the corresponding carboxylic acids in satisfactory yields. Ethyl or methyl esters II isomerized with sodium ethoxide or methoxide, respectively, to the corresponding esters or hemiesters of 2-cyano-3-oxoalkanoic acids generally in excellent to satisfactory yields. Reaction of methyl 5,5-dimethyl-3-dimethylaminomethylene-2,4-dioxohexanoate with hydroxylamine hydrochloride afforded in moderate yield methyl 4-(2,2-dimethyl-1-oxopropyl)-5-isoxazolecarboxylate, which was converted by acid hydrolysis as above to 4-t-butyl-4-hydroxyfuro[3,4-d]isoxazol-6-(4H)-one
Reaction of Sulfene with Heterocyclic N, N-Disubstituted alfa-Amino methyleneketones. IX. Synthesis of 1,2-Oxathiino [6,5-e] indole Derivatives.
5-Substituted 4-Isoxazoleacetic acids with analgesic activity.
The synthesis of some 5-substituted 4-isoxazoleacetic acids starting from 5-substituted 4-isoxazolemethanols via their conversion to 4-(bromomethyl)isoxazoles, 4-isoxazoleacetonitriles and acid hydrolysis of the latter is described. 5-Ethyl- and 5-propyl-4-isoxazoleacetic acids showed in the writhing test an analgesic activity comparable to that of aspirin
Reaction of Sulfene with Heterocyclic N,N-Disubstituted alfa-Amino methyleneketones.XI. Synthesis of 1,2-Oxathiino[5,6-d]-1-benzoxepin Derivatives.
Reduction of 6-hydroxyimino-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane and nitrosation of the resulting amines. New rearrangement products of the monoterpenoid 1,3,3-trimethyl-2-oxabicyclo [2.2.2]octane
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