Dimethyl methoxymethylenemalonate

Dimethyl-6-quinoxalinamine with dimethyl methoxymethylenemalonate [Me0CH=C(C02Me)2] gave 6-(2,2-dimethoxycarbonylvinylamino)-2,3-dimethylquinoxaline (141) (MeOH, reflux, 30 min 61%) °" analogs, like 6-(2,2-dicyanovinylamino)-2,3-dimethylquinoxaline (57%) or 6-(2,2-di-acetylvinylamino)-2,3-diphenylquinoxaline (67%), " were made similarly. 

The reaction of methyl 2-amino-2-deoxy-a-D-glucofuranoside and dimethyl methoxymethylenemalonate in water for 5 h gave aminomethyl-enemalonate (37) in 92% yield (87M14). 

Amino-1-deoxy-D-fructose acetate was reacted with dimethyl methoxymethylenemalonate in the presence of sodium carbonate in water at ambient temperature for 4 hr to give aminomethylenemalonate (19) in 97% yield several isomeric forms were present both in the solid state and in solution (86MI10) (see Table IV and Scheme 5B). 

When Schiff s bases (242), derived from ketones and tm-butylamine, were reacted with dimethyl methoxymethylenemalonate in diphenyl ether at 80-130°C for 1-15 hr, then at 190-250°C for 1-3 hr, 2-hydroxy-3-pyridinecarboxylates (243) were obtained by a one-pot procedure. In the first step of the reaction, the beta-carbon of the enamine moiety was involved instead of the amino group (89JHC773). 

A solution of methylhydrazine in methanol was added dropwise to a solution of dimethyl methoxymethylenemalonate in methanol. The initial reaction was exothermic, and the rate of addition was controlled to achieve reflux. The reaction mixture was kept boiling for an additional 4 hr to give pyrazolecarboxylate (1327) in 81% yield (88JOC810). Arylhydrazono-methylenemalonates gave l-aryl-2-pyrazolin-5-ones in boiling aqueous sodium hydroxide for 12 hr (87GEP3617554). 

Technical grade dimethyl methoxymethylenemalonate was purchased from Fluka Chemical Corporation and was purified by recrystallization from ether (2x), mp 43.0-44.0°C. It can be prepared by the procedure described for di ethyl ethoxymethy 1 enemal onate ... 

Dimethyl methoxymethylenemalonate Malonic acid, (methoxymethylene)-, dimethyl ester Propanedioic acid, (methoxymethylene)-, dimethyl ester (22398-14-7), 65, 98... 

The Step 1 product (519.2 mmol) dissolved in 125 ml methyl alcohol was treated with dimethyl methoxymethylenemalonate (540.5 mmol), then heated 2 hours to... 

Dimethyl methoxymethylenemalonate, CH3OCH=C(C00CH,)2 (1)-Preparation. Supplier Fluka. 

C7H10N4O (3,3-dimethyl-1-(m-pyrtdyi-N-oxide))triazene 21600-42-0 283.45 23.540 1,2 11218 C7H10O5 dimethyl methoxymethylenemalonate 22398-14-7 483.15 42.268 2... 

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