ChemicalBook CAS DataBase List 5-BroMo-thiophene-2-sulfonic acid M ethylaMide

5-BroMo-thiophene-2-sulfonic acid M ethylaMide synthesis

4synthesis methods

Product Name:5-BroMo-thiophene-2-sulfonic acid M ethylaMide
CAS Number:81597-52-6
Molecular formula:C5H6BrNO2S2
Molecular Weight:256.14

53442-30-1 Synthesis

53442-30-1
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$45.00/25mg

5-BroMo-thiophene-2-sulfonic acid M
ethylaMide

81597-52-6
21 suppliers
$181.25/1g

Yield:81597-52-6 19%

Reaction Conditions:

with bromine in chloroform; for 7 h;Reflux;

Steps:

26.b

b) 5-Bromo-/V-methylthiophene-2-sulfonamideBr₂ (3 ml_, 51.46 mmol) was added to a solution of λ/-methylthiophene-2- sulfonamide (4.56 g, 25.73 mmol) in CHCI₃ (70 ml_). The reaction mixture was refluxed for 7 h, allowed to reach r.t., poured into H₂O (100 ml_) and extracted with CH₂CI₂ (100 ml_). The organic layer was dried over Na₂SO₄ (anhydrous), filtered and concentrated. The crude residue was flash chromatographed on SiO₂ (15→30% EtOAc/hexanes) to furnish 1.23 g of 5-bromo-/V- methylthiophene-2-sulfonamide (off-white solid, yield: 19%). 1H NMR (CDCI₃, 250 MHz) δ ppm: 7.61 (m, 1 H), 7.10 (dd, J = 3.8 Hz, 4.5 Hz, 1 H), 4.79 (bs, 1 H), 2.73 (d, J = 5.2 Hz, 3H).

References:

WO2009/80722,2009,A2 Location in patent:Page/Page column 45