2-Chloro-3-iodo-5-nitropyridine
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2-Chloro-3-iodo-5-nitropyridine
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CAS No:
25391-60-0
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Formula:
C5H2ClIN2O2
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Chemical Name:
2-Chloro-3-iodo-5-nitropyridine
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Synonyms:
Pyridine,2-chloro-3-iodo-5-nitro-;2-Chloro-3-iodo-5-nitropyridine
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CAS No:
2-Chloro-3-iodo-5-nitropyridine Use and Manufacturing
2-Hydroxy-3-iodo-5-nitropyridine (1.0 g, 3.76mmol) and phosphorus oxychloride (3.5 g, 11.28mmol) were charge, and the temperature was raised to 80°C. The reaction was carried out at 80°C for 3 hours and the mixture was poured into ice water. The precipitated crystals were filtered to give the title compound (1.01 g, 94.4percent).Synthesis of 2-Chloro-3-iodo-5-nitro-pyridine (CXXII): To a solution of CXXI (14 g, 52.6 mmol) in quinoline (5 mL) was added phosphorous oxychloride (4.8 mL, 52.2 mmol). The resulting mixture was heated at 120 °C for 2 h. Progress of the reaction was monitored by 15 TLC. After cooling to room temperature the reaction mixture was poured onto ice cold water (75 mL) and the precipitate that formed was collected by filtration. The filtered solid was washed with water and allowed to dry to obtain CXXII (12 g, 81percent) as a brown solid.Intermediate 1; 6-Phenyl-5-(trifluoromethyl)pyridin-3-amineA. 2-Chloro-3-iodo-5-nitropyridineA mixture of 3-iodo-5-nitropyridin-2-ol (37.60 mmol, 10 g), POCI