4,6-DICHLORO-2-METHYLQUINOLINE synthesis
- Product Name:4,6-DICHLORO-2-METHYLQUINOLINE
- CAS Number:53342-53-3
- Molecular formula:C10H7Cl2N
- Molecular Weight:212.08
15644-86-7
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Yield:53342-53-3 80%
Reaction Conditions:
with trichlorophosphate at 80; for 12 h;
Steps:
2.3. General Method for Synthesis of 4-chloro-2-methylquinoline
General procedure: 4-Hydroxy-2-methylquinoline (5a, 1.59 g, 10 mmol) wasadded slowly to the pre-stirred POCl3 (7 mL) in a round bottomflask maintained at 0°C. The suspension was thenimmersed into a pre-heated oil bath at 80°C and refluxed for12 h. The reaction mixture was cooled down to room temperatureand the excess of POCl3 was distilled off under reduced pressure. The residue was treated carefully with ice.The crude mass was partitioned between saturated aq. Na-HCO3 and dichloromethane and 4-chloro-2-methylquinolinewas obtained in 80% yield (6a, 1.42 g, 8 mmol) (Scheme 1).
References:
Mahajan, Shivani;Gupta, Shiv;Jariwala, Nisha;Bhadane, Deepali;Bhutani, Late K.K.;Kulkarni, Smita;Singh, Inder Pal [Letters in drug design and discovery,2018,vol. 15,# 9,p. 937 - 944]
106-47-8
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