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ChemicalBook CAS DataBase List 3-amino-2-methyl-benzonitrile
69022-35-1

3-amino-2-methyl-benzonitrile synthesis

2synthesis methods
-

Yield:69022-35-1 93%

Reaction Conditions:

with ammonium chloride;zinc in tetrahydrofuran;methanol at 0 - 20; for 2 h;

Steps:

9.2

2. 3 - Amino-2 -methy lbenzonitrile; To a mixture of 2-methyl-3-nitrobenzonitrile (5.50 g, 33.9 mmol) and ammonium chloride (25.4 g, 475 mmol) in tetrahydrofuran (100 mL) and methanol (100 mL) at 0 °C was added zinc dust (31.1 g, 475 mmol) in portions. The mixture was stirred at room temperature for 2 hr. The insoluble material was removed by suction filtration through CELITE, and the filtrate was concentrated under vacuum. The residue was diluted with water (50 mL) and extracted with CH2CI2 (4 x 100 mL). The combined extract was dried over anhydrous MgSO4. Removal of solvent under vacuum provided the desired product (4.19 g, 31.7 mmol, 93% yield) as a white solid.

References:

WO2011/159857,2011,A1 Location in patent:Page/Page column 78-79

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