4-(3'-Methylphenyl)amino-3-pyridinesulfonamide Chemical Properties

Melting point:

162-164?C

Boiling point:

475.8±55.0 °C(Predicted)

Density 

1.357±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

9.53±0.60(Predicted)

color 

White to Off-White

BRN 

5438165

InChIKey

ZXPCUGWAKUIOOF-UHFFFAOYSA-N

CAS DataBase Reference

72811-73-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

HS Code 

2935909550

4-(3'-Methylphenyl)amino-3-pyridinesulfonamide Usage And Synthesis

Chemical Properties

White to Off-White Solid

Uses

Torasemide intermediate.

Synthesis

4-(3'-Methylphenyl)amino-3-pyridinesulfonamide is prepared by the reaction of 4-Chloropyridine-3-sulfonamide hydrochloride and 3-Methylaniline. The specific synthesis steps are as follows:
EXAMPLE 1; Preparation of 4-(3-methylphenyl)aminopyridine-sulfonamide; 2L three-neck flask, equipped with a mechanical stirrer, thermometer and condenser, was charged with water (500 ml) and 4-chloro-3- pyridinesulfonamide hydrochloride (100g, 0.44 mol). To this suspension was added m-toluidine (49.2 ml, 0.46 mol) at room temperature. The reaction mixture was heated to 90°C for a minimum period of 3 h. The progress of the reaction was followed by HPLC. After completion, the mixture was cooled to room temperature. The pH of the reaction was then adjusted carefully to pH 7-8 with sat. NaHC03 (ca. 1.1 l). The product was precipitated out and isolated by vacuum filtration as beige solid (126.2 g wet weight). The product was then dissolved in MeOH (1.0 l) at room temperature and charged with Darco KB (25g). The solution was refluxed for 0.5 h and then filtered through a patch of celite to remove Darco KB, while still hot, and rinsed with hot MeOH (200 ML). The filtrate was then charged with water (1.2 l) and stirred for a minimum of 1 h at room temperature. The product, which had precipitated out, was isolated by vacuum filtration to obtain a solid 106.3 g (92percent wet weight =>99.8percent purity a/a). 1H NMR (d6-DMSO) ; 2.30 (s, 3H), 7.00-7. 15 (m. 5H), 7.32 (m, 1H), 7.75 (brs, 1.5H), 8.05 (brs, 0.5H), 8.25 (d, 1H), 8.68 (s, 1H).

4-(3'-Methylphenyl)amino-3-pyridinesulfonamide(72811-73-5)Related Product Information

• Torasemide Impurity
• 4-CHLORO-3-PYRIDINESULFONIC ACID
• 2-Pyridinesulfonamide,4-chloro-(9CI)
• 4-Hydroxypyridine-3-sulfonic acid
• 4-Chloro-3-Pyridine-sulfonyl-chloride
• Torsemide Related Compound 1
• [[4-[(3-Methylphenyl)aMino]-3-pyridinyl]sulfonyl]carbaMic Acid Ethyl Ester
• Torsemide Impurity E
• 1-Ethyl-3-[[4-(m-toluidino)-3-pyridyl]sulfonyl]urea
• N-[(n-butylaMino)carbonyl]-4-[(3-Methylphenyl)aMino]-3-pyridinesulfonaMide
• Torasemide
• 4-(3-Methylphenyl)-2H-pyrido[4,3-e]-1,2,4-thiadiazin-3(4H)-one 1,1-Dioxide
• N-[[(1-Methylethyl-d7)amino]carbonyl]-4-[(3-methylphenyl)amino]-3-pyridinesulfonamide
• 3-Pyridinesulfonamide
• Sulfamide
• 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide
• Galosemide
• TORSEMIDE RELATED COMPOUND A (75 MG) (4-[(3-METHYLPHENYL)AMINO]-3-PYRIDINESULFONAMIDE)