ChemicalBook CAS DataBase List 4-CHLORO-6-METHOXY-QUINOLINE-3-CARBONITRILE

4-CHLORO-6-METHOXY-QUINOLINE-3-CARBONITRILE synthesis

11synthesis methods

Product Name:4-CHLORO-6-METHOXY-QUINOLINE-3-CARBONITRILE
CAS Number:13669-62-0
Molecular formula:C11H7ClN2O
Molecular Weight:218.64

13669-61-9 Synthesis

4-Hydroxy-6-methoxyquinoline-3-carbonitrile

13669-61-9
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4-CHLORO-6-METHOXY-QUINOLINE-3-CARBONITRILE

13669-62-0
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Yield:13669-62-0 75%

Reaction Conditions:

with triethylamine;trichlorophosphate in toluene at 80; for 6 h;

Steps:

57.3 Synthesis step 3: Synthesis of 4-chloro-6-methoxyquinoline-3-carbonitrile

4-Hydroxy-6-methoxyquinoline-3-carbonitrile (3.74 g, 18.6 mmol) and triethylamine (8.2 mL, 55.8 mmol) were dissolved in toluene (30 mL).Phosphorus oxychloride (2.63 mL, 27.9 mmol) was slowly added at 25 °C.The temperature was raised to 80 ° C for 6.0 h, and cooled to 25 ° C.The toluene layer was washed with water (30 mL) and dried over anhydrous sodium sulfate (10 g).Concentrated to give 3.0 g of a yellow solid.Go directly to the next step without purification.The yield was 75.00%.

References:

CN104744446,2019,B Location in patent:Paragraph 1661; 1670-1671