4-(N-Methylamino)benzonitrile synthesis
- Product Name:4-(N-Methylamino)benzonitrile
- CAS Number:4714-62-9
- Molecular formula:C8H8N2
- Molecular Weight:132.16
873-74-5
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4714-62-9
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Yield: 52%
Reaction Conditions:
with potassium carbonate;dimethyl sulfate in water;acetone
Steps:
8 4-N-Methylaminobenzonitrile
4-N-Methylaminobenzonitrile A mixture of 4-aminobenzonitrile (2 g, 17 mmol), dimethyl sulfate (1.66 mL, 17 mmol), potassium carbonate (5 g, 35.7 mmol) and acetone (30 mL) was refluxed for 19 hrs. The acetone was removed and water added. The solution was extracted with dichloromethane and upon drying and solvent removal the crude material was subject to column chromatography (silica, ethyl acetate/pentane, 2.5:7.5, Rf 0.37). Recrystallisation from dichloromethane/pentane gave the title compound as a white crystalline solid (1.16 g, 52%) m.p. 88-91° C. 1H n.m.r. [400 MHZ, CDCl3] δ 7.43, d, J 8.8 Hz, 2H, H2,6; 6.55, d, J 8.8 Hz, 2H, H3,5; 4.27, br s, 1H, NH; 2.93, s, 3H, NCH3. 13C n.m.r. [100 MHZ, CDCl3] δ 152.2, C4; 133.52, C2,6; 120.58, CN; 111.70, C3,5; 98.09, C1; 29.82, CH3.
References:
Peter MacCallum Cancer Institute US6548505, 2003, B1
67-56-1
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873-74-5
665 suppliers
$9.00/1g
4714-62-9
102 suppliers
$11.00/250mg
873-74-5
665 suppliers
$9.00/1g
74-88-4
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4714-62-9
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616-38-6
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873-74-5
665 suppliers
$9.00/1g
4714-62-9
102 suppliers
$11.00/250mg
77-78-1
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873-74-5
665 suppliers
$9.00/1g
4714-62-9
102 suppliers
$11.00/250mg