Benzoic acid, 3-amino-4-(ethylamino)-, ethyl ester (9CI) synthesis
- Product Name:Benzoic acid, 3-amino-4-(ethylamino)-, ethyl ester (9CI)
- CAS Number:202131-30-4
- Molecular formula:C11H16N2O2
- Molecular Weight:208.26
91182-00-2
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202131-30-4
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Yield:-
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in methanol;ethanol at 20; under 3102.97 Torr; for 16 h;Inert atmosphere;
Steps:
84.b; 85.b Step-e:
General procedure: Step-e:
Synthesis of ethyl 3-amino-4-(methylamino)benzoate (1e)
To a solution of ethyl 4-(methylamino)-3-nitrobenzoate (13.0 g, 58 mmol) in methanol (180 mL) was added slurry of 10% Pd/C (1.3 g in 10 mL of ethanol) under nitrogen atmosphere.
The flask was kept in a Parr shaker at RT under hydrogen pressure (60 psi) for 5 h.
The reaction mixture was filtered through celite bed and concentrated under vacuum to afford the title compound (10.0 g, 88%); 1H NMR (400 MHz, DMSO-d6): δ 7.23 (dd, J=1.6 Hz, J=8.4 Hz 1H), 7.16 (d, J=1.6 Hz, 1H), 6.39 (d, J=8.4 Hz, 1H), 5.38-5.37 (m, 1H), 4.66 (s, 2H), 4.18 (q, J=7.2 Hz, 2H), 2.77 (d, J=5.2 Hz, 3H), 1.26 (t, J=7.2 Hz, 3H); LC-MS: m/z 195.1 (M-1)+.
References:
US10766888,2020,B1 Location in patent:Page/Page column 21; 114
16588-16-2
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202131-30-4
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96-99-1
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202131-30-4
15 suppliers
$65.00/50mg