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Chemical Structure| 174636-63-6 Chemical Structure| 174636-63-6

Structure of 174636-63-6

Chemical Structure| 174636-63-6

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Product Details of [ 174636-63-6 ]

CAS No. :174636-63-6
Formula : C17H13NO3
M.W : 279.29
SMILES Code : O=C(C1=CC(C2=CC=CC=C2)=NC3=CC(OC)=CC=C13)O
MDL No. :MFCD11617067

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Application In Synthesis of [ 174636-63-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 174636-63-6 ]

[ 174636-63-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 52351-75-4 ]
  • [ 98-86-2 ]
  • [ 174636-63-6 ]
YieldReaction ConditionsOperation in experiment
74% With potassium hydroxide; In ethanol; at 80℃; for 48h; 5.0 g (1 equivalent) of <strong>[52351-75-4]6-methoxyisatin</strong> was dissolved in 25 ml of ethanol.Add 4 ml (1.1 equivalents) of acetophenone and 5.2 g (3 equivalents) of potassium hydroxide solid, heat at 80 C under reflux, and stir for 48 hours.The heating and stirring were stopped, the ethanol was concentrated to dryness, and extracted with ethyl acetate and water three times. The organic phase was combined, and the organic phase was concentrated by spin-drying, and then neutralized by adding 2N diluted hydrochloric acid in an ice bath to precipitate a solid. After the test paper was detected to be weakly acidic, the acid was stopped to be added dropwise, and the mixture was allowed to stand for filtration, and the filter cake was washed with water to obtain 6.20 g of a pale red solid. The yield was 74%.
40% Step 3: Preparation of 7-methoxy-2-phenyl-quinoline-4-carboxylic acid 112.Compound 111 (500 mg, 1 eq.) and acetophenone (380 muL, 1.2 eq.) were added at room temperature to a solution of KOH (520 mg, 3.3 eq.) in ethanol (5 mL). The reaction mixture was stirred at 70 0C for 7 hrs. The mixture was then poured into ice/water, and washed with dichloromethane. Aqueous layer was acidified with 3N HCl to pH 2-3. The precipitate obtained was filtered, washed with water, and triturated in ethanol to yield compound 112 as a beige solid in 40% yield. MS (ESI, EI+): m/z = 280 (MH+).
 

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