5-Acetonyl-2-methoxybenzene sulfonamide

Uses

5-Acetonyl-2-methoxybenzene sulfonamide can be used as Tamsulosine intermediate.

Uses

5-Acetonyl-2-methoxybenzene is used in the synthesis of tamsulosin, a drug used in benign prostatic hyperplasia therapy.

Synthesis

General procedure for the synthesis of 2-methoxy-5-(2-oxopropyl)benzenesulfonamide from 2-methoxy-5-(2-oxopropyl)benzenesulfonyl chloride: embodiment 6-comparison; method for the preparation of tamsulosin (II) according to the prior art as compared to the method comprising steps according to the present invention.1. Method according to the prior art: 1.1 According to US 4,731,478 (1988) , chlorosulfonation is carried out in two steps; 1.2 The yield of VII is 40% and the total yield of III is 30%.

References

[1] Patent: WO2005/75415, 2005, A1. Location in patent: Page/Page column 9
[2] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 6, p. 1443 - 1451
[3] Patent: WO2003/72557, 2003, A1. Location in patent: Page/Page column 44-45
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 16, p. 3714 - 3718
[5] Patent: CN106631918, 2017, A. Location in patent: Paragraph 0152-0156