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ChemicalBook CAS DataBase List 5-METHOXY-2-NITROBENZONITRILE
38469-84-0

5-METHOXY-2-NITROBENZONITRILE synthesis

5synthesis methods
5-METHOXY-2-NITROBENZAMIDE

41994-92-7

5-METHOXY-2-NITROBENZONITRILE

38469-84-0

Step 2: Synthesis of 5-methoxy-2-nitrobenzonitrile To a 100 mL round bottom flask was added 5-methoxy-2-nitrobenzamide (2.1 g, 0.01 mol), trifluoroacetic anhydride (2.2 mL), triethylamine (2.9 mL) and dichloromethane (30 mL). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was washed with distilled water (30 mL × 2). The organic layer was separated and dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure to give 1.75 g (92% yield) of white solid product. Mass spectrometry (MS) showed m/z: 179 ([M + H]+).

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Yield:38469-84-0 92%

Reaction Conditions:

with triethylamine;trifluoroacetic anhydride in dichloromethane at 20; for 1 h;

Steps:

101.2

A 100 mL round bottom flask was charged with 5-methoxy-2- nitrobenzamide (2.1 g, 0.01 mol), trifluoroacetic anhydride (2.2 mL), triethylamine (2.9 mL) and CH2C12 (30 mL). The resulting solution was stirred at room temperature for 1 h. Work-up: the reaction solution was washed with H20 (30 mL x 2). The organic layer was dried over anhydrous Na2S04 and concentrated in vacuo, to give 1.75 g (92%) of the product as white solid. MS m/z: 179 (M+H+).

References:

WO2011/112731,2011,A2 Location in patent:Page/Page column 143

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