4-CYANOBENZENESULFONYL CHLORIDE 97 Chemical Properties

Melting point:

107-111 °C (lit.)

Boiling point:

90-95 °C(Press: 3-4 Torr)

Density 

1.53±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

color 

White to Light yellow

Sensitive 

Moisture Sensitive

BRN 

777939

CAS DataBase Reference

49584-26-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34-43-29-20/21/22-14

Safety Statements 

26-36/37/39-45-30-22-8

RIDADR 

UN 3261 8/PG 3

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

II

HS Code 

29269090

4-CYANOBENZENESULFONYL CHLORIDE 97 Usage And Synthesis

Chemical Properties

Light orange solid

Uses

4-Cyanobenzenesulfonyl chloride is a useful research chemical compound used in the preparation of phenyldiazenyl-sulfonamides as aromatase inhibitors.

Synthesis

N-Chlorosuccinimide (NCS, 1.778 g, 13.32 mmol) was slowly added to a suspension of 4-(benzylthio)benzonitrile (1 g, 4.44 mmol) dissolved in acetic acid (AcOH, 10 mL) and water (3.5 mL) at 0 °C. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (EtOAc), washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using a hexane solution of 15%-20% ethyl acetate as eluent to give a white solid. The resulting solid was washed with hexane and dried under reduced pressure to give 4-cyanobenzenesulfonyl chloride (0.701 g, 3.48 mmol, 78% yield) as a white solid. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 7.91-7.97 (2H, m), 8.15-8.21 (2H, m).

References

[1] Patent: WO2018/30550, 2018, A1. Location in patent: Paragraph 0605
[2] Tetrahedron Letters, 2017, vol. 58, # 23, p. 2244 - 2247

4-CYANOBENZENESULFONYL CHLORIDE 97(49584-26-1)Related Product Information

• Benzenesulfonyl chloride
• 2-CHLOROETHANESULFONYL CHLORIDE
• Sulfuryl chloride
• 2-CHLORO-4-CYANOBENZENESULFONYL CHLORIDE
• 2-Cyanobenzenesulphonyl chloride
• 3-Cyanobenzene-1-sulfonyl chloride