ChemicalBook CAS DataBase List 2-Amino-5-(benzyloxy)-4-methoxybenzamide

2-Amino-5-(benzyloxy)-4-methoxybenzamide synthesis

5synthesis methods

Product Name:2-Amino-5-(benzyloxy)-4-methoxybenzamide
CAS Number:60547-95-7
Molecular formula:C15H16N2O3
Molecular Weight:272.3

Benzamide, 4-methoxy-2-nitro-5-(phenylmethoxy)-

60547-93-5
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2-Amino-5-(benzyloxy)-4-methoxybenzamide

60547-95-7
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$147.00/250mg

Yield:60547-95-7 87%

Reaction Conditions:

with acetic anhydride;iron in methanol at 85; for 1.5 h;

Steps:

150

A mixture of 4-methoxy-5-benzyloxy-2-nitrobenzamide (6.60 g, 21.9 mmol) and iron powder (8.14 g, 0.146 mol) in acetic acid/methanol (80 mL/80mL) was heated at 85+ 5⁰C for 1.5 h. The reaction mixture was allowed to cool to RT and the iron was removed by filtration, and volatiles were removed in vacuo. The residue was taken up in sat. sodium bicarbonate and the mixture was extracted with ethyl acetate (600 mL x 3). The combined organic layers were washed with water (1x150 mL), brine (1x150 mL), dried (Na₂SO₄), filtered and concentrated in vacuo to give 4-methoxy-5-benzyloxy-2- aminobenzamide (5.2 g, 19.1 mmol, 87%). MS 273.2. (M+). HPLC retention time 4.585 min.

References:

WO2008/54599,2008,A2 Location in patent:Page/Page column 184

645-08-9 Synthesis