Thiophene-2-sulfonamide Chemical Properties

Melting point:

137-141 °C

Boiling point:

338.1±34.0 °C(Predicted)

Density 

1.513±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

9.94±0.60(Predicted)

color 

White to Light yellow to Light orange

CAS DataBase Reference

6339-87-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

RTECS 

XN0294000

HS Code 

29350090

Thiophene-2-sulfonamide Usage And Synthesis

Definition

ChEBI: 2-Thiophenesulfonamide is a member of thiophenes.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 7201, 1994 DOI: 10.1016/0040-4039(94)85360-6

Synthesis

General procedure for the synthesis of 2-thiophenesulfonamide from 2-thiophenesulfonyl chloride: Example: preparation of 2-thiophenesulfonamide 2-Thiophenesulfonyl chloride (0.5 g, 2.74 mmol) was added to 25% ammonium hydroxide solution (5 mL, 33.45 mmol), refluxed and stirred at 50°C for 15 hours. Upon completion of the reaction, the reaction mixture was filtered while hot and the residue was washed with boiling aqueous 25% ammonium hydroxide solution. Subsequently, the ammonium hydroxide solution was removed by vacuum distillation until there was no ammonia odor. Eventually, 2-thiophenesulfonamide was recrystallized from water to give a white solid (0.328 g, 77% yield). Product Characterization: Melting point: 145-146°C; IR spectrum (KBr, cm?1): 3290 (N-H stretching vibration), 3224 (N-H stretching vibration); NMR hydrogen spectrum (400 MHz, DMSO-d6, δ): 7.15 (1H, dd, J = 5.0, 3.7 Hz, C(4)H), 7.55 (1H, dd, J = 3.7, 1.4 Hz, C(3)H), 7.66 (2H, s, NH2), 7.85 (1H, dd, J = 5.0, 1.4 Hz, C(5)H); NMR carbon spectrum (100 MHz, DMSO-d6, δ): 127.3, 130.0, 131.1, 145.7; Mass spectrum (ESI?): m/z 162 ([M-H]? , 100%); High-resolution mass spectrum (ESI?): C4H4NO2S2 ([M-H]?) Calculated value 161.9689, measured value 161.9695.

References

[1] Journal of the American Chemical Society, 2010, vol. 132, # 10, p. 3238 - 3239
[2] Patent: WO2011/55142, 2011, A2. Location in patent: Page/Page column 47
[3] Phosphorus and Sulfur and the Related Elements, 1981, vol. 10, p. 111 - 120
[4] Phosphorus and Sulfur and the Related Elements, 1980, vol. 8, p. 197 - 200
[5] Justus Liebigs Annalen der Chemie, 1933, vol. 501, p. 174,182

Thiophene-2-sulfonamide(6339-87-3)Related Product Information

• Sulfanilamide
• 3-Aminobenzenesulfonamide
• p-Toluenesulfonamide
• Cyclopropanesulfonamide
• Methanesulfonamide
• Thiophene
• Benzenesulfonamide
• 2-Thiazolecarboxamidine Hydrochloride
• 2-Thiophenecarboxylic acid
• 2-Thiophenecarboxaldehyde
• 2-Thiopheneacetyl chloride
• 2-Thiophenesulfonyl chloride
• 2-Thiopheneacetic acid
• 2,3-THIOPHENEDICARBOXALDEHYDE
• Thiophene-2-boronic acid pinacol ester
• Thifensulfuron methyl
• 2,5-Thiophenedicarboxylic acid
• Thieno[3,2-b]thiophene