Name | 1-Tosylpyrrole |
Synonyms | N-Tosylpyrrole 1-Tosylpyrrole 1-Tosyl-1H-Pyrrole 1-Tosyl-1H-pyrrole N-P-Tolylsulfonylpyrrole 1-(P-Tolylsulfonyl)Pyrrole 1-(P-Toluenesulfonyl)Pyrrole 1-(4-Methylphenylsulfonyl)pyrrole 1-[(4-Methylphenyl)Sulfonyl]Pyrrolidine 1-[(4-Methylphenyl)sulphonyl]-1H-pyrrole 1-[(4-Methylphenyl)Sulphonyl]-1H-Pyrrole N-P-Tolylsulfonylpyrrole, (1-Tosylpyrrole) N-p-tolylsulfonylpyrrole, (1-tosylpyrrole) 1-(p-Tolylsulfonyl)pyrrole, 1-tosyl-1H-pyrrole |
CAS | 17639-64-4 |
EINECS | 200-258-5 |
InChI | InChI=1/C11H15NO2S/c1-10-4-6-11(7-5-10)15(13,14)12-8-2-3-9-12/h4-7H,2-3,8-9H2,1H3 |
Molecular Formula | C11H11NO2S |
Molar Mass | 221.28 |
Density | 1.21 |
Melting Point | 99-102 °C (lit.) |
Boling Point | 377.3±35.0 °C(Predicted) |
Flash Point | 167.2°C |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Vapor Presure | 3.71E-05mmHg at 25°C |
Appearance | Beige to light brown crystalline powder |
Color | White |
pKa | -8.34±0.70(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.4790 (estimate) |
MDL | MFCD00145014 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
Hazard Note | Irritant |
introduction | since the first sulfonamides were used in clinic in the 1930 s, sulfonamides have been widely studied and used as a class of antibacterial drugs. With the development of sulfonamide compounds, structural modification has been carried out on the basis of the original sulfonamide, not only limited to antibacterial effect, but also found that it has a variety of other biological activities. Among them, N- sulfonyl pyrrole compounds are a class of compounds with good application potential. N-p-toluenesulfonyl pyrrole is one of its derivatives and is widely used as a pharmaceutical intermediate. |
use | N-p-toluenesulfonylpyrrole is a beige to light brown crystalline powder, which is a common pharmaceutical and chemical intermediate. |
There are many synthetic methods for preparing | N-substituted sulfonyl pyrrole. Using pyrrole as the starting material is a traditional method for the synthesis of N-sulfonylpyrrole compounds. Using 1, 4-butanediol derivatives as raw materials, it reacts with methanesulfonyl chloride to make the hydroxyl group become a more easily leaving methanesulfonate group, and then p-toluenesulfonamide is used as a nucleophile to generate N-p-toluenesulfonyl pyrrole compounds. N-substituted sulfonamide compounds containing ester groups in the molecule were synthesized under the action of Ru catalyst and silicon reagent. |