A novel monoalkylation of symmetrical α-diones

Tetrahedron Letters

Volumn 39, Issue 14, 1998, Pages 1877-1880

  Gopal, Damodaragounder ^a,b   Nadkarni, Durgesh V ^a,c   Sayre, Lawrence M ^a  

^a CASE WESTERN RESERVE UNIVERSITY   (United States)

^b Research Organics Inc   (United States)

^c Occidental Chemical Corporation   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,2,5,6 TETRAMETHYL 2,3 DIHYDROPYRAZINE; 2,3 BUTANEDIONE; ALKYL GROUP; BROMIDE; CHLORIDE; DIHYDROPYRAZINE; HALIDE; IODIDE; PYRAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0032473807     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00306-2     Document Type: Article

References (15)

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15. 15. 2,2,5,6-Tetramethyl-2,3-dihydropyrazine (2) was prepared from equimolar amounts of 2,3-butanedione and 1,2-diammo-2-methylpropane (5) by azeotropic removal of the water formed using a Dean-Stark apparatus (benzene reflux, in the presence of 1 mol % p-toluenesulfonic acid). The reaction is stopped as soon as the required amount of water is collected, and the residue obtained upon evaporation of solvent is immediately distilled. The desired product has b.p. 50 °C at 10 mm Hg; yield 68%.