ChemicalBook CAS DataBase List 4-CHLORO-6-CYANOQUINOLINE

4-CHLORO-6-CYANOQUINOLINE synthesis

4synthesis methods

Product Name:4-CHLORO-6-CYANOQUINOLINE
CAS Number:219763-83-4
Molecular formula:C10H5ClN2
Molecular Weight:188.61

219763-82-3
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219763-83-4
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Yield:219763-83-4 50%

Reaction Conditions:

with trichlorophosphate in 1,4-dioxane at 90; for 1.5 h;

Steps:

47 Synthesis of compound 47.5

Synthesis of compound 47.5. Into a 100-mL round-bottom flask, were placed compound 47.4 (1 g, 5.88 mmol, 1.00 equiv), dioxane (30 mL) and POCl₃ (4.47 g, 29.15 mmol, 5.00 equiv). Reaction was stirred for 1.5 h at 90°C in an oil bath. Upon completion solvent was removed under reduced pressure. The pH value of the solution was adjusted to 8 with saturated sodium carbonate solution. The resulting solution was extracted with 3x100 mL of ethyl acetate, organic layers were combined and dried over anhydrous sodium sulfate and concentrated in vacuum. The crude was purified using flash column chromatography to furnish 550 mg (50%>) of compound 47.5 as a white solid.

References:

WO2015/164374,2015,A1 Location in patent:Paragraph 00409; 00413

557-21-1 Synthesis