2-Methyl-5-nitrobenzenesulfonamide Chemical Properties

Melting point:

197-199

Boiling point:

431.4±55.0 °C(Predicted)

Density 

1.475±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Solid

pka

9.56±0.60(Predicted)

color 

Yellow to Dark Yellow

CAS DataBase Reference

6269-91-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2935909099

2-Methyl-5-nitrobenzenesulfonamide Usage And Synthesis

Uses

2-Methyl-5-nitrobenzenesulfonamide is a chemical reagent in the synthesis of good inhibitors of cancer-related carbonic anhydrase. Also used in the synthesis of novel deacetylase inhibitors used in anti-tumor therapy.

Synthesis

Step B: 2-methyl-5-nitrobenzenesulfonyl chloride (10.0 g, 43.7 mmol) was dissolved in ether (300 mL) under nitrogen protection and cooled to 0 °C. Ammonia (40 mL) was added slowly and the reaction mixture was stirred at 0 °C for about 42 hours. After the reaction was complete, the mixture was filtered and diluted with dichloromethane (600 mL). The organic layer was separated and dried with anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to give 2-methyl-5-nitrobenzenesulfonamide (9.2 g, 100% yield).1H NMR (DMSO-d6) δ: 8.60 (d, J = 2.4Hz, 1H), 8.34 (dd, J = 8.0,2.4Hz, 1H), 7.77 (br s, 2H), 7.70 (d, J = 8.4Hz, 1H), 7.70 (d, J = 8.4Hz, 1H). 2.71 (s, 3H).

structure and hydrogen bonding

In the 2-Methyl-5-nitrobenzenesulfonamide, C7H8N2O4S, the nitro group is twisted by 9.61 (2)° relative to the benzene ring. In the crystal, mol-ecules are linked by N—H…O and N—H…(O, O) hydrogen bonds between the amino and sulfonyl groups, forming layers parallel to (001)[1].

References

[1] Muhammad Zia-Ur-Rehman. “2-Methyl-5-nitro-benzene-sulfonamide.” Acta crystallographica. Section E, Structure reports online 66 Pt 1 (2009): o136.

2-Methyl-5-nitrobenzenesulfonamide(6269-91-6)Related Product Information

• N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine
• N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine
• Pazopanib Related Compound 2
• Pazopanib Impurity 9
• 1,3-DiMethyl-6-aMino-1H-indazole
• 2,3-dimethyl-2H-indazol-6-amine hydrochloride
• 3-Methyl-6-nitro-2H-indazole
• Pazopanib Related Compound 3
• Pazopanib Impurity 2
• 3-AMINO-4-METHYLBENZENESULFONAMIDE
• Pazopanib Impurity 3
• 2,3-DIMETHYL-6-NITRO-2H-INDAZOLE
• 1,3-Dimethyl-6-nitro-1H-indazole
• Pazopanib
• Pazopanib Impurity 8
• Pazopanib Impurity 10
• Pazopanib Impurity 4
• Pazopanib Impurity 9