5-CHLOROSULFONYL-2-ETHOXYBENZOIC ACID Chemical Properties

Boiling point:

446.5±30.0 °C(Predicted)

Density 

1.477

storage temp. 

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

pka

3.01±0.10(Predicted)

Appearance

Light yellow to yellow Solid

5-CHLOROSULFONYL-2-ETHOXYBENZOIC ACID Usage And Synthesis

Synthesis

Example 1 Preparation of 5-chlorosulfonyl-2-ethoxybenzoic acid (II): in a 250 mL three-neck flask, 2-ethoxybenzoic acid (50 g, 0.30 mol) was slowly added dropwise to ice-bath cooled dichlorosulfoxide (22 mL). Under stirring conditions, dichlorosulfoxide (0.30 mol) and chlorosulfonic acid (82.6 mL, 1.24 mol) were added sequentially. The temperature of the reaction mixture needed to be strictly controlled not to exceed 25 °C during the reaction. After the reaction mixture was stirred continuously for 18 h at room temperature, it was slowly poured into ice water with stirring, at which time a white precipitate was generated. The reaction mixture was continued to be stirred for 1 h. Subsequently, filtration was carried out, the precipitate was washed with water, and finally dried under vacuum to give 64.4 g of the crude product (II) as a white solid in 81% yield with a melting point of 108-110 °C.

References

[1] Organic Process Research and Development, 2000, vol. 4, # 1, p. 17 - 22
[2] Patent: EP1400522, 2004, A1. Location in patent: Page 5
[3] Patent: US5955611, 1999, A
[4] Patent: US6723719, 2004, B1. Location in patent: Page column 63
[5] Patent: WO2017/85056, 2017, A1. Location in patent: Page/Page column 54; 55

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