Highly Regioselective Bromination Reactions of Polymethylpyrimidines
4,5-Dimethyl- and 4,5,6-trimethyl-substituted pyrimidines are brominated at C5-Me with NBS in CCl4 and at C4(6)-Me with bromine in acetic acid to give the corresponding bromomethyl derivatives in a high yield.The remaining methyl group(s) can also be brominated with high regioselectivity.The 2-methylthio substituent is not oxidized under these conditions.
Strekowski, Lucjan,Wydra, Roman L.,Janda, Lubomir,Harden, Donald B.
p. 5610 - 5614
(2007/10/02)
Enols of 1,1-Diformylacetone in the Synthesis of 5-Acylpyrimidines
The enol acetate of 3-oxobutanal has been formylated using ethyl orthoformate to provide the enol ether of 1,1-diformylacetone.The latter has been condensed with methylisothiourea to yield isomeric 5-acetyl and 4-methyl-5-formyl- pyrimidines, the ratio being dependent on the reaction conditions.
Benneche,Tore,Undheim,Kjell
p. 529 - 532
(2007/10/02)
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