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ChemicalBook CAS DataBase List 2-CHLORO-6,8-DIMETHYLQUINOLINE-3-CARBOXALDEHYDE
73568-31-7

2-CHLORO-6,8-DIMETHYLQUINOLINE-3-CARBOXALDEHYDE synthesis

3synthesis methods
-

Yield:73568-31-7 27%

Reaction Conditions:

with trichlorophosphate in N,N-dimethyl-formamide at 0 - 90; for 16 h;

Steps:

14.C C. 2-Chloro-6,8-dimethylquinoline-3-carbaldehyde.

To a 5 0-mL round-bottom flask was placed DMF (2.5 g,34.20 mmol) then the solution was cooled to 0°C and POC13(13.1 g,85.44 mmol) was added dropwise with stirring over 10 mm. The resulting solution was stirred for 2 h at 100°C,then N-(2,4-dimethylphenyl)acetamide (1.4 g,8.58 mmol,as prepared in the previous step) was added. The reaction was stirred for 16 h at 90°C then quenched by the addition of 150 mL of water/ice. The solids were isolated by filtration and purified by column chromatography eluting with EtOAc/petroleum ether (1:100) affording 500mg (27%) of the title compound as a white solid. Mass Spectrum (LCMS,ESI pos): Calcd. for C12H11ClNO: 220.1 (M+H); Found: 220.0.

References:

WO2017/62581,2017,A1 Location in patent:Paragraph 0345

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