N-(3-Aminophenyl)methanesulfamide

Light red solid

A solution ofN-(3-nitrophenyl)methanesulfonamide (2.6 g, 12.0 mmol, Eq: 1.00), iron (3.38 g, 60.5 mmol, Eq: 5.03) and ammonium chloride (6.48 g, 121 mmol, Eq: 10.1) in methanol (40 mL)/water (20 mL) was heated at 70°C o/n. The reaction mixture was filtered over Celite. The filtrate was concentrated, diluted with ethyl acetate, washed with brine 2x, dried over sodium sulfate, and chromatographed (1 15g Analogix, 20 to 40percent> EtO Ac/hex) to give 1.55 g (69percent>) of desired product as an orange solid.Step: 3A - 2Synthesis of N-(3-Amino-phenyl)-methanesulfonamide.Procedure:Pd-C was added to a solution of N-(3-Nitro-phenyl)-methanesulfonamide (900mg, 6.5217mmol) in MeOH(10 ml) and THF (10 ml) and the reaction mixture was subjected to hydrogenation overnight. The reaction was monitored by the TLC (50percent EtOAc: hexane). The resulting reaction mixture was filtered through celite, concentrated to afford 800mg (65.95percent yield) of N-(3-Amino-phenyl)-methanesulfonamide.

Used as an intermediate in organic synthesis

Molecular Weight:186.23
XLogP3:0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:186.04629874
Monoisotopic Mass:186.04629874
Topological Polar Surface Area:80.6
Heavy Atom Count:12
Complexity:232
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes