5-Pyrimidinecarbonitrile, 1,2,3,4-tetrahydro-4-oxo-6-phenyl-2-thioxo- synthesis
- Product Name:5-Pyrimidinecarbonitrile, 1,2,3,4-tetrahydro-4-oxo-6-phenyl-2-thioxo-
- CAS Number:70638-52-7
- Molecular formula:C11H7N3OS
- Molecular Weight:229.26
100-52-7
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17356-08-0
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105-56-6
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70638-52-7
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Yield:70638-52-7 90%
Reaction Conditions:
with potassium carbonate in ethanol; for 12 h;Reflux;
Steps:
4.1.1. 6-Substituted-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles (1a-c)
General procedure: A mixture of thiourea (1.5 g, 20 mmol), ethyl cyanoacetate (2.6 g, 2.1 ml, 20 mmol), appropriate aldehyde (20 mmol) and K2CO3 (2.8 g, 20 mmol) in EtOH 95% (50 ml) was refluxed for 12 h, then cooled. The obtained precipitate was filtered and washed with EtOH. The product was then dissolved in hot H2O, filtered while hot and neutralized with gl. HOAc; where upon the desired thione was obtained. It was filtered, washed with H2O, dried and crystallized from DMF/H2O.
References:
Fargualy, Ahmed M.;Habib, Nargues S.;Ismail, Khadiga A.;Hassan, Ahmed M. M.;Sarg, Marwa T. M. [European Journal of Medicinal Chemistry,2013,vol. 66,p. 276 - 295]
100-52-7
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17356-08-0
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105-34-0
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70638-52-7
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920447-68-3
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70638-52-7
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81585-29-7
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70638-52-7
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36822-11-4
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