Structure of 1-(2-hydroxyethyl)cytosine

Shibata, Manabu; Takénaka, Akio; Sasada, Yoshio; Ohki, M.

doi:10.1107/s0108270185007740

Cited by 4 publications

(1 citation statement)

References 11 publications

(12 reference statements)

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“…1 H NMR (300 MHz, DMSO-d 6 ) δ 1.06 (d, J = 6.8 Hz, 6H), 2.72 (m, 1H), 7.16 (d, J = 7.0 Hz, 1H), 7.83 (d, J = 7.0 Hz, 1H), 11.10 (br s, 1H); 13 C NMR (75 MHz, DMSO-d 6 ) δ 18.9, 34.7, 94.5, 147.1, 156.2, 163.4, 177.6; FTIR 3215, 3156, 2985, 2604, 2254, 2003, 1936, 1866, 1711, 1699, 1621, 1471, 1452, 1419, 1385, 1343, 1306, 1229, 1181, 1141, 1101 cm −1 . Spectroscopic data are consistent with those reported in the literature [ 26 ].…”

Section: Methodssupporting

confidence: 90%

Synthesis and polymerization of 1-(2-diallylaminoethyl)pyrimidines

Elaridi

Ezzeddine

Abramian

et al. 2018

Designed Monomers and Polymers

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We report the preparation and characterization of three pyrimidine-based monomers, specifically: 1-(2-diallylaminoethyl)uracil, 1-(2-diallylaminoethyl)thymine and 1-(2-diallylaminoethyl)cytosine. Monomer synthesis was initiated by reaction of the pyrimidine with ethylene carbonate to form the hydroxyethyl adduct which was subsequently chlorinated to afford the chloroethyl intermediate. Reaction of the chloroethyl derivatives with diallylamine resulted in the desired monomers. We demonstrated a two-fold increase in the overall yield of the three monomers in comparison to reported procedures. The cyclopolymerization and cyclo-copolymerization of 1-(2-diallylaminoethyl)pyrimidine trifluoroacetate salts in water resulted in low-yield homopolymers. In contrast, the neutral 1-(2-diallylaminoethyl)pyrimidines cyclo-copolymerized with sulfur dioxide and V-50 initiator to yield the corresponding copolymers in higher yields ranging from 30 to 60%.

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Section: Methodssupporting

confidence: 90%