5-Acetonyl-2-methoxybenzene sulfonamide Chemical Properties

Melting point:

194-197°C

Boiling point:

444.6±55.0 °C(Predicted)

Density 

1.288±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly, Heated)

form 

Solid

pka

9.91±0.60(Predicted)

color 

Light Beige

InChI

InChI=1S/C10H13NO4S/c1-7(12)5-8-3-4-9(15-2)10(6-8)16(11,13)14/h3-4,6H,5H2,1-2H3,(H2,11,13,14)

InChIKey

MQQJFLHZXQRKKJ-UHFFFAOYSA-N

SMILES

C1(S(N)(=O)=O)=CC(CC(=O)C)=CC=C1OC

CAS DataBase Reference

116091-63-5(CAS DataBase Reference)

Safety Information

HS Code 

2935.90.9500

5-Acetonyl-2-methoxybenzene sulfonamide Usage And Synthesis

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

5-Acetonyl-2-methoxybenzene sulfonamide(116091-63-5)Related Product Information

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