2-CHLORO-5,8-DIMETHOXY-QUINOLINE-3-CARBALDEHYDE synthesis
- Product Name:2-CHLORO-5,8-DIMETHOXY-QUINOLINE-3-CARBALDEHYDE
- CAS Number:154343-51-8
- Molecular formula:C12H10ClNO3
- Molecular Weight:251.67
3467-59-2
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Yield:154343-51-8 11%
Reaction Conditions:
with trichlorophosphate in N-methyl-acetamide;
Steps:
5 PREPARATION OF 2-CHLORO-5,8-DIMETHOXY-3-QUINOLINECARBOXALDEHYDE STR14
EXAMPLE 5 PREPARATION OF 2-CHLORO-5,8-DIMETHOXY-3-QUINOLINECARBOXALDEHYDE STR14 To a 0° C. solution of dimethylformamide (80 mL, 1.04 mol) is added phosphorus oxychloride (250 mL, 2.7 mol). The reaction mixture is heated at 50° C. for 45 minutes, then solid 2',5'-dimethoxyacetanilide (93.62 g, 0.48 mol) is added. The reaction mixture is heated for 4.5 hours at 75° C., cooled to room temperature, quenched with water and ice, stirred for 3 hours and 30 minutes and filtered to give a solid. The solid is recrystallized from ethyl acetate to yield the title compound as a yellow powder (13.64 g, 11%), mp 177°-178° C., identified by IR and NMR spectral analyses.
References:
US5026859,1991,A
102-56-7
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