4-(Aminomethyl)aniline hydrochloride synthesis

6synthesis methods

Product Name:4-(Aminomethyl)aniline hydrochloride
CAS Number:140401-57-6
Molecular formula:C7H11ClN2
Molecular Weight:158.6286

18600-42-5 Synthesis

18600-42-5
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Yield:140401-57-6 82%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in ethanol at 20;

Steps:

31B Preparation of 4-(aminomethyl)aniline hydrochloride

A solution of 1-(4-nitrophenyl)methanamine hydrochloride (1.5 g, 1.0 eq.) in EtOH (30.0 mL) was purged with argon and Pd/C (0.17 g, 0.2 eq.) was added. Reaction was run under hydro- gen atmosphere overnight at RT. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated to give product (1.15 g, 82% yield).¹H NMR (400 MHz, DMSO-d₆) δ 8.22 (s, 2H), 7.12 (d, J = 8.4 Hz, 2H), 6.56 (d, J = 8.5 Hz, 2H), 5.33 (s, 2H), 3.78 (s, 2H).

References:

WO2021/116446,2021,A1 Location in patent:Page/Page column 267

3419-18-9 Synthesis