1004-40-6 , The common heterocyclic compound, 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
General procedure: A mixture of arylidene cyanoacetic acids 7 (10 mmol), uracil compound 1 (10 mmol) in nitrobenzene (15 mL) was stirred at 150oC for 2.5-4 h. After accomplishment of reac-tion (observed via TLC), the reaction mixture was cooled to room temperature and extra solvent was removed under vacuum. The performed solid was purified by recrystallization from ethyl acetate to afford 6-aminouracil-5-arylpropanenitriles 10 in good yields. The spectral data of products 10 are given below. 2.1.6.1. 3-(6-amino-4-oxo-2-thioxo-1,2,3,4-tetrahydro- pyrimidin-5-yl)-3-(4-hydroxyphenyl) propanenitrile 13a Gray powder. Yield = 87%. Mp = 222 – 225C.IR (cm-1), 3411 (OH), 3335,3280 (NH2), 3269, 3189 (2NH), 2221 (CN), 1671 (C=O amide); 1H NMR (500 MHz, DMSO-d6) delta 11.89 (s, 1H, NH exchangeable with D 2 O), 11.18 (s, 1H, NH exchangeable with D 2 O), 8.47 (s, 1H, OH exchangeable with D 2 O), 7.19 (d, J = 8.8 Hz, 2H), 6.97 (s, 2H, NH 2 ), 6.72 (d, J = 8.8 Hz, 2H), 4.27 (t, J = 5.6 Hz, 1H, CH), 2.90 – 2.84 (t, 2H, CH 2 ).13C NMR (125 MHz, DMSO-d6) delta 178.34, 157.53, 155.68, 151.99, 136.52, 129.28, 117.87, 115.70, 80.87, 38.51, 24.93; MS (m/z) = 288; Anal. Calcd for C 13 H 12 N 4 O 2 S: C, 54.16; H, 4.20; N, 19.43. Found: C, 54.36; H, 4.43; N, 19.28.
According to the analysis of related databases, 1004-40-6, the application of this compound in the production field has become more and more popular.
Reference:
Article; Al-Otaibi, Jamelah S.; Ibrahim, Diaa A.; El Gogary, Tarek M.; Letters in drug design and discovery; vol. 15; 12; (2018); p. 1240 – 1251;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia