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ChemicalBook CAS DataBase List 2-METHYL-5-(METHYLSULFONYL)ANILINE
1671-48-3

2-METHYL-5-(METHYLSULFONYL)ANILINE synthesis

3synthesis methods
-

Yield: 99%

Reaction Conditions:

with hydrogen;platinum(IV) oxide in ethyl acetate under 3800.26 Torr; for 1.25 h;

Steps:

16
A mixture of 4-methylsulfonyl-2-nitrotoluene (Alfa; 4.00 g; 18.6 mmol) and platinum oxide (120 mg; 0.53 mmol) in EtOAc (200 ml.) was hydrogenated in a PARR apparatus at 5 atm for 75 minutes. The mixture was filtered through a pad of celite and the solvent was evaporated to afford the title compound as a colorless oil (3.41 g, 99%). 1H NMR (300MHz, DMSO-d6) δ [ppm] 7.16 (1 H, d, J= 7.8 Hz), 7.11 (1 H, d, J= 1.9 Hz), 6.95 (1 H, dd, J= 7.7, 1.9 Hz), 5.42 (2 H, bs), 3.07 (3 H, s), 2.12 (3 H, s). MS (ESI+): 186.1.

References:

MERCK SERONO S.A.;CROSIGNANI, Stefano;JORAND-LEBRUN, Catherine;CLEVA, Christophe;PRETRE, Adeline WO2010/92043, 2010, A1 Location in patent:Page/Page column 65