TY - JOUR
T1 - Synthesis of novel 5-amino-6-ethoxy-2-alkyl-4-pyrimidinecarbonitriles.
AU - Al-Azmi, Amal
AU - Booth, Brian L.
AU - Pritchard, Robin G.
AU - Proenca, Fernanda J. R. P.
PY - 2001
Y1 - 2001
N2 - Formation of highly functionalized 5-amino-6-ethoxy-2-alkylpyrimidine-4-carbonitriles was shown to occur by simply refluxing (Z)-N-(2-amino-1,2-dicyanoethenyl)acetamide hydrochloride or (Z)-N-(2-amino-1,2-dicyanoethenyl)pentanamide hydrochloride in ethanol under acid catalysis conditions. In the absence of acidic catalysis the reaction of 2,3-diaminomaleonitrile with acetic anhydride in ethanol gave (Z)-N-(2-amino-1,2-dicyanoethenyl)acetamide.
AB - Formation of highly functionalized 5-amino-6-ethoxy-2-alkylpyrimidine-4-carbonitriles was shown to occur by simply refluxing (Z)-N-(2-amino-1,2-dicyanoethenyl)acetamide hydrochloride or (Z)-N-(2-amino-1,2-dicyanoethenyl)pentanamide hydrochloride in ethanol under acid catalysis conditions. In the absence of acidic catalysis the reaction of 2,3-diaminomaleonitrile with acetic anhydride in ethanol gave (Z)-N-(2-amino-1,2-dicyanoethenyl)acetamide.
KW - Crystal structure; Molecular structure (of aminoethoxymethylpyrimidinecarbonitrile); Cyclization (prepn. of amino(alkoxy)(alkyl)pyrimidinecarbonitriles by cyclization of N-(aminodicyanoethenyl)carboxamide hydrochlorides)
UR - https://www.ccdc.cam.ac.uk/structures/search?id=doi:10.5517/cc59kcc&sid=DataCite
UR - https://www.ccdc.cam.ac.uk/structures/search?id=doi:10.5517/cc59kbb&sid=DataCite
U2 - 10.1039/b009804n
DO - 10.1039/b009804n
M3 - Article
SN - 1472-7781
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -