| Identification | More | [Name]
4-tert-Butylbenzenesulfonamide | [CAS]
6292-59-7 | [Synonyms]
4-(TERT-BUTYL)BENZENE-1-SULFONAMIDE
4-TERT-BUTYLBENZENESULFONAMIDE
4-TERT-BUTYLBENZENESULPHONAMIDE
BUTTPARK 44\03-78
P-TERT-BUTYL-BENZENESULFONAMIDE
TertiaryButylBenzeneSulphonamide
4-(1,1-DIMETHYLETHYL)BENZENESULFONAMIDE
4-TERT-BUTYLBENZENESULFONAMIDE (SEE 5062) | [EINECS(EC#)]
613-109-9 | [Molecular Formula]
C10H15NO2S | [MDL Number]
MFCD00068599 | [Molecular Weight]
213.3 | [MOL File]
6292-59-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
136-138°C | [Boiling point ]
337.2±35.0 °C(Predicted) | [density ]
1.152±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Sparingly) | [form ]
Solid | [pka]
10.22±0.10(Predicted) | [color ]
White to Off-White | [InChIKey]
KYDZEZNYRFJCSA-UHFFFAOYSA-N | [CAS DataBase Reference]
6292-59-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
29350090 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
4-tert-Butylbenzenesulfonamide is an intermediate as well as a degradation impurity of the endothelin receptor antagonist Bosentan (B675900). | [Synthesis]
A solution of 4-(tert-butyl)benzenesulfonyl chloride (2.30 g, 10.0 mmol) in dichloromethane (100 mL) was added to a 500 mL round bottom flask at 0 °C, followed by the slow addition of concentrated ammonia (50 mL, 100 mmol, 10 equiv). The reaction mixture was gradually warmed to room temperature and stirred continuously for 20 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure and the resulting slurry was filtered through a Brinell funnel to afford 1.60 g (75% yield) of 4-(tert-butyl)benzenesulfonamide (Compound A) as a white solid. | [References]
[1] Chemische Berichte, 1993, vol. 126, # 7, p. 1713 - 1722
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 21, p. 3355 - 3368
[3] Patent: US2004/39033, 2004, A1. Location in patent: Page/Page column 16; 64
[4] European Journal of Medicinal Chemistry, 2004, vol. 39, # 10, p. 835 - 847
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 16, p. 4397 - 4406 |
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