ChemicalBook CAS DataBase List Mexiletine hydrochloride

Mexiletine hydrochloride synthesis

4synthesis methods

Product Name:Mexiletine hydrochloride
CAS Number:5370-01-4
Molecular formula:C11H18ClNO
Molecular Weight:215.72

31828-71-4 Synthesis

31828-71-4
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5370-01-4
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Yield:5370-01-4 40%

Reaction Conditions:

with hydrogenchloride

Steps:

4.1.2 1-(2,6-Dimethylphenoxy)propan-2-amine hydrochloride (1a·HCl)
1a was treated with gaseous HCl to obtain the corresponding hydrochloride salt (1a·HCl) as a white solid which was recrystallized from EtOH/Et₂O to afford 2.9g (40%) of white crystals: mp 215-216°C; ¹H NMR (500MHz, DMSO-d₆): δ 1.35 (d, J=6.8Hz, 2H, CH₃CH), 2.23 (s, 6H, CH₃Ar), 3.50-3.58 (m, 1H, CH), 3.82 (d, J=5.4Hz, 2H, CH₂), 6.91 (t, J=6.8Hz, 1H, Ar), 6.93 (t, J=7.3Hz, 1H, Ar), 7.00 (d, J=7.8Hz, 2H, Ar), 8.50 (br s, 3H, NH₃⁺); ¹³C NMR (125MHz, DMSO-d₆): δ 15.5 (2C), 16.4 (1C), 47.3 (1C), 72.2 (1C), 124.7 (1C), 128.9 (2C), 129.3 (2C), 130.9 (2); 154.8 (1C); Anal. (C₁₁H₁₈NOCl) C, H, N.

References:

Roselli, Mariagrazia;Carocci, Alessia;Budriesi, Roberta;Micucci, Matteo;Toma, Maddalena;Di Cesare Mannelli, Lorenzo;Lovece, Angelo;Catalano, Alessia;Cavalluzzi, Maria Maddalena;Bruno, Claudio;De Palma, Annalisa;Contino, Marialessandra;Perrone, Maria Grazia;Colabufo, Nicola Antonio;Chiarini, Alberto;Franchini, Carlo;Ghelardini, Carla;Habtemariam, Solomon;Lentini, Giovanni [European Journal of Medicinal Chemistry,2016,vol. 121,p. 300 - 307]

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576-26-1 Synthesis