2-amino-N,5-dimethylbenzamide synthesis

8synthesis methods

Product Name:2-amino-N,5-dimethylbenzamide
CAS Number:34810-84-9
Molecular formula:C9H12N2O
Molecular Weight:164.2

20877-81-0 Synthesis

20877-81-0
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74-89-5 Synthesis

74-89-5
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34810-84-9
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Yield:34810-84-9 56%

Reaction Conditions:

in tetrahydrofuran; for 2 h;

Steps:

308a

308a) 5-Methyl isatoic anhydride (10.1 g, 57.2 mmol) was dissolved in 100 mL THF and treated with a solution (aqeous or THF) of methylamine (120 mmol). The mixture was stirred for 2 hours and then concentrated in vacuo and azeotroped with benzene. Trituration from ether twice afforded 2-amino-5,N-dimethyl-benzamide (5.25 g, 56%). m.p. = 122-123 ⁰C; LCMS (m/e) 165 (M+ 1); ¹H-NMR (CDCl₃, 400 MHz) ?' 8.10 (m, IH), 6.94 (d, IH, J= 8.3 Hz), 6.59 (d, IH, J= 8.3 Hz), 6.15 (s, 2H), 2.71 (d, 3H, J= 4.5 Hz), 2.15 (s, 3H).

References:

WO2008/51547,2008,A1 Location in patent:Page/Page column 460

2941-78-8 Synthesis