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ChemicalBook CAS DataBase List 3-AMINO-5-CYANO-BENZOIC ACID METHYL ESTER
199536-01-1

3-AMINO-5-CYANO-BENZOIC ACID METHYL ESTER synthesis

5synthesis methods
3-CYANO-5-NITRO-BENZOIC ACID METHYL ESTER

99066-80-5

3-AMINO-5-CYANO-BENZOIC ACID METHYL ESTER

199536-01-1

General procedure for the synthesis of methyl 3-amino-5-cyanobenzoate from methyl 3-cyano-5-nitrobenzoate: 10% Pd/C catalyst (0.9 g) was added to a mixed solution of methanol (200 mL) and tetrahydrofuran (100 mL) containing methyl 3-cyano-5-nitrobenzoate (25 mmol). Subsequently, the reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford methyl 3-amino-5-cyanobenzoate in 95% yield.

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Yield: 95%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in tetrahydrofuran;methanol at 20; for 4 h;

Steps:

75
10%Pd/C (0.9 g) was added to the solution of methyl-3-cyano-5-nitrobenoate (25 mmol) in MeOH (200 mL) and THF (100 mL). Then the solution was stirred at room temperature for 4 hours. After filtration, it was concentrated to give methyl-3-amine-5-cyanobenoate in 95% yield.

References:

Hutchison Medipharma Enterprises Limited US2009/118292, 2009, A1 Location in patent:Page/Page column 29