4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide

Base Information

• Chemical Name: 4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide
• CAS No.: 374067-96-6
• Molecular Formula: C10H15 N O3 S
• Molecular Weight: 229.3
• European Community (EC) Number: 866-289-8
• DSSTox Substance ID: DTXSID00453911
• Mol file: 374067-96-6.mol

Synonyms:374067-96-6;4-(2-HYDROXY-1,1-DIMETHYLETHYL)BENZENESULFONAMIDE;4-(1-hydroxy-2-methylpropan-2-yl)benzenesulfonamide;4-(1-Hydroxy-2-methylpropan-2-yl)benzene-1-sulfonamide;4-(1-Hydroxy-2-methyl-2-propanyl)benzenesulfonamide;SCHEMBL12481467;DTXSID00453911;AKOS027447839;FT-0669553;EN300-1456893

Chemical Property of 4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 100-102°C
• Refractive Index: 1.562
• Boiling Point: 398.906°C at 760 mmHg
• Flash Point: 195.052°C
• PSA: 88.77000
• Density: 1.256g/cm³
• LogP: 2.38500
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Ethyl Acetate, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 229.07726451
• Heavy Atom Count: 15
• Complexity: 297

Purity/Quality:

99%min ^*data from raw suppliers

4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CO)C1=CC=C(C=C1)S(=O)(=O)N
• Uses: 4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide (cas# 374067-96-6) is a compound useful in organic synthesis.

Technology Process of 4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide

There total 6 articles about 4-(2-Hydroxy-1,1-dimethylethyl)benzenesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-methyl-2-(4-sulfamoylphenyl)propionic acid (374067-95-5) → 4-(2-hydroxy-1,1-dimethylethyl)benzenesulfonamide (374067-96-6)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jm000538f

Reference yield:

ethyl 2-methyl-2-phenylpropionate (2901-13-5) → 4-(2-hydroxy-1,1-dimethylethyl)benzenesulfonamide (374067-96-6)

Guidance literature:

Multi-step reaction with 4 steps

1: ClSO₃H / CH₂Cl₂ / 22 h / 20 °C

2: 1.56 g / aq. NH₄OH / ethyl acetate / 2 h / 20 °C

3: 94 percent / aq. NaOH / methanol / 22 h / 20 °C

4: 98 percent / NaBH₄; BF₃*Et₂O / tetrahydrofuran / 3 h / 20 °C

With chlorosulfonic acid; ammonium hydroxide; sodium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm000538f

Reference yield:

ethyl 2-methyl-2-(4-sulfamoylphenyl)propionate (374067-94-4) → 4-(2-hydroxy-1,1-dimethylethyl)benzenesulfonamide (374067-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / aq. NaOH / methanol / 22 h / 20 °C

2: 98 percent / NaBH₄; BF₃*Et₂O / tetrahydrofuran / 3 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol;

DOI:10.1021/jm000538f

upstream raw materials:

2-methyl-2-(4-sulfamoylphenyl)propionic acid

ethyl 2-methyl-2-phenylpropionate

ethyl 2-methyl-2-(4-sulfamoylphenyl)propionate

ethyl 2-(4-chlorosulfonylphenyl)-2-methylpropionate

Downstream raw materials:

N-(6-chloro-5-(4-methylphenyl)-4-pyrimidinyl)-4-(1,1-dimethyl-2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzenesulfonamide

N-[6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-5-(4-methylphenyl)-4-pyrimidinyl]-4-(2-hydroxy-1,1-dimethylethyl)-benzenesulfonamide

4-[1,1-dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-N-[6-(2-hydroxy-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-benzenesulfonamide

2-(4-(N-acetyl-N-(6-(2-((5-bromo-2-pyrimidinyl)oxy)ethoxy)-5-(4-methylphenyl)-4-pyrimidinyl)sulfamoyl)phenyl)-2-methylpropyl acetate

Refernces

• 1、 Morimoto,Ohashi,Shimadzu,Kushiyama,Kawanishi,Hosaka,Kawase,Yasuda,Kikkawa,Yamauchi-Kohno,Yamada. "Potent and selective ET-A antagonists. 2. Discovery and evaluation of potent and water soluble N-(6-(2-(Aryloxy)ethoxy)-4-pyrimidinyl) sulfonamide derivatives". . p. 3369 - 3377. Retrieved 2007/10/03.