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ChemicalBook CAS DataBase List 2-chloro-5-nitropyrimidine
400822-47-1

2-chloro-5-nitropyrimidine synthesis

3synthesis methods
-

Yield: 10% , 12%

Reaction Conditions:

with lead dioxide;trifluoroacetic acid in dichloromethane at 20; for 40 h;

Steps:

General procedure for the oxidation of haloarenes 1a, 1b, 3a, 3b, 7a, and 7b in the system PbO2-CF3CO2H-CH2Cl2
General procedure: Compound 1a, 1b, 3a, 3b, 7a, or 7b, 0.57 mmol, was added with vigorous stirring at 20°C to a solution of 0.2 mL (2.6 mmol) of trifluoroacetic acid in 3 mL of methylene chloride, 136 mg (0.57 mmol) of lead(IV) oxide was then added, and the mixture was stirred for 2-70 h. When the reaction was complete, the mixture was treated with water (50 mL) and extracted with chloroform (3 ×50 mL). The combined extracts were washed with water, a saturated aqueous solution of NaHCO3, and water again and dried over Na2SO4, and the solvent was distilled off. The residue was subjected to silica gel column chromatography using petroleum ether-ethyl acetate as eluent. Given below are the yields of the isolated compounds.

References:

Sandzhieva;Aryamova;Sukharzhevskii;Grinenko;Vasilyev [Russian Journal of Organic Chemistry,2018,vol. 54,# 3,p. 397 - 402][Zh. Org. Khim.,2018,vol. 54,# 3,p. 393 - 398,6]

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