3,4-DIFLUOROBENZENESULFONAMIDE Chemical Properties

Melting point:

89-93 °C (lit.)

Boiling point:

314.4±52.0 °C(Predicted)

Density 

1.523±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

9.79±0.60(Predicted)

color 

White to Almost white

CAS DataBase Reference

108966-71-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2935909099

MSDS

• Language:English Provider:SigmaAldrich

3,4-DIFLUOROBENZENESULFONAMIDE Usage And Synthesis

Uses

3,4-Difluorobenzenesulfonamide is an amide derivative that can be used as an organic intermediate.

Synthesis

Step 2: Synthesis of 3,4-difluorobenzenesulfonamide (a-3); A solution of anhydrous dichloromethane (1.5 L) of crude 3,4-difluorobenzene-1-sulfonyl chloride (a-2) (200 g, 0.92 mol) was vented with ammonia (NH3) at -30 °C. After 10 minutes of venting, formation of a white viscous substance was observed. After 30 minutes of reaction, thin layer chromatography (TLC) analysis (unfolding agent ratio of ethyl acetate: petroleum ether = 1:2) showed completion of the reaction. Subsequently, the reaction mixture was concentrated under vacuum to give the crude product. The crude product was purified by column chromatography (eluent gradient of ethyl acetate: petroleum ether = 1:5 to 1:2, and finally pure ethyl acetate) to afford the pure 3,4-difluorobenzenesulfonamide (a-3) (170 g, yield ca. 92.8%) as a white solid, which could be used in the subsequent reaction without further purification.1H NMR (400 MHz, DMSO-d6): δ 7.82 (t , J=Hz, 1H), 7.67 (m, 2H), 7.52 (s, 1H).

References

[1] Patent: WO2008/75152, 2008, A1. Location in patent: Page/Page column 33; 34
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 19, p. 3975 - 3984
[3] Journal of Medicinal Chemistry, 1991, vol. 34, # 10, p. 3098 - 3105

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