2-Methoxy-5-sulfamoylbenzoic acid Chemical Properties

Melting point:

220 °C

Boiling point:

482.5±55.0 °C(Predicted)

Density 

1.492±0.06 g/cm3(Predicted)

storage temp. 

Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.56±0.10(Predicted)

color 

White to Off-White

CAS DataBase Reference

22117-85-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2922500090

MSDS

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2-Methoxy-5-sulfamoylbenzoic acid Usage And Synthesis

Uses

2-Methoxy-5-sulfamoylbenzoic Acid is a metabolite of the antipsychotic drug, Sulpiride (S689145).

Preparation

Synthesis of 2-methoxy-5-sulfamoyl benzoic Acid: In the amination reaction of 2-methoxyl-5-amino-sulfonyl benzoic acid, the main influence factors were mainly ammonia concentration, reaction temperature and reaction time. Firstly, we investigated two approaches of animation reaction: ventilation with ammonia in solvent and ammonium hydroxide as amino-reactant and solvent. In this section, the way of ventilation with ammonia in methyl alcohol and tetrahydrofuran would cause the rapid reaction, resulting to the incomplete reaction of 2-methoxy-5-sulfamoylbenzoic acid owing to the formation of 2-methoxy-5-sulfamoyl benzoic acid coated on the surface of the reaction. On the contrary, the lab test indicated that the way of ammonium hydroxide as amino-reactant and solvent can provide better experimental results. Secondly, the reactive temperature was the more important factor. The optimized amination temperature was to 30 °C. The low temperature would result to the long amination time, whereas high temperature can result to the generation of by-product owing to the hydrolysis of sulfonyl chloride. Finally, we evaluated the effect of reaction time. The optimized reaction time was to 5 hours. The extended reaction time can’t cause the significant improvement of yield. As a consequence, the best reactive temperature was to 30 °C and the best mole ratio between 2-methoxy-5-sulfonylchlorobenzoic acid and ammonium hydroxide was to 1:20 and the best reactive time was to 5 hours. Under the best conditions, the yield can reach to 75.8%.

2-Methoxy-5-sulfamoylbenzoic acid(22117-85-7)Related Product Information

• 2-Methoxybenzoic acid
• 4-Methoxybenzoic acid
• Sulfanilamide
• p-Anisidine
• p-Toluenesulfonamide
• Methoxyacetic acid
• (Trifluoromethoxy)benzene
• Anisole
• EPA
• p-Anisaldehyde
• Ascoric Acid
• Ethyl 2-methoxy-5-sulfamoylbenzoate
• 2,3-Dimethoxy-5-sulphamoylbenzoic acid
• 2-METHOXY-5-SULFAMOYLBENZOIC ACID METHYL ESTER
• 4-Chloro-2-Methoxy-5-Sulfamoylbenzoic Acid
• Sulpiride
• Benzonitrile
• CHEMBRDG-BB 6629596