4-Ethynylbenzenesulfonamide

Base Information

• Chemical Name: 4-Ethynylbenzenesulfonamide
• CAS No.: 1788-08-5
• Molecular Formula: C8H7NO2S
• Molecular Weight: 181.215
• Hs Code.: 2935009090
• Mol file: 1788-08-5.mol

Synonyms:Benzenesulfonamide,p-ethynyl- (7CI);4-Ethynylbenzenesulfonamide;benzenesulfonamide, 4-ethynyl-;

Chemical Property of 4-Ethynylbenzenesulfonamide

Chemical Property:

• Melting Point: 178.0 to 182.0 °C
• Refractive Index: 1.623
• Boiling Point: 338.2 °C at 760 mmHg
• PKA: 9.88±0.10(Predicted)
• Flash Point: 158.4 °C
• PSA: 68.54000
• Density: 1.38 g/cm³
• LogP: 2.09640
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Ethynylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Ethynylbenzenesulfonamide

There total 7 articles about 4-Ethynylbenzenesulfonamide 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: 90.0%

4-((trimethylsilyl)ethynyl)benzenesulfonamide (775331-26-5) → 4-ethynylbenzenesulfonamide (1788-08-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/c7md00575j

Reference yield:

4-bromo-benzenesulfonic acid amide (701-34-8) → 4-ethynylbenzenesulfonamide (1788-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; CuI / Pd(PPh₃)4 / Heating

2: K₂CO₃ / methanol / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol;

DOI:10.1039/b209165h

Reference yield:

4-bromo-benzenesulfonic acid amide (701-34-8) + trimethylsilylacetylene (1066-54-2) → 4-ethynylbenzenesulfonamide (1788-08-5)

Guidance literature:

4-bromo-benzenesulfonic acid amide; trimethylsilylacetylene; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In triethylamine;

With potassium carbonate; In methanol;

upstream raw materials:

4-((trimethylsilyl)ethynyl)benzenesulfonamide

4-bromo-benzenesulfonic acid amide

trimethylsilylacetylene

(Z)-4-(2-bromovinyl)benzenesulfonamide

Downstream raw materials:

4-[4-(aminosulfonyl)phenyl]-1-(2',3',4'-tri-O-acetyl-β-D-glucuronic acid methyl ester)-1H-1,2,3-triazole

4-[4-(aminosulfonyl)phenyl]-1-(2',3',4'-tri-O-acetyl-α-D-arabinopyranosyl)-1H-1,2,3-triazole

4-[4-(aminosulfonyl)phenyl]-1-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl)-1H-1,2,3-triazole

4-[4-(aminosulfonyl)phenyl]-1-(2'-acetamido-2'-deoxy-3',4',6'-tri-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazole

Refernces

• 1、 -. "NOVEL TETRAZOLE COMPOUNDS AND THEIR USE IN THE TREATMENT OF TUBERCULOSIS". Page/Page column 68. . Retrieved 2019/03/05.
• 2、 -. "NOVEL CONDENSED PYRAZOLE DERIVATIVE AND MEDICAL USES THEREOF". Paragraph 0299-0301; 0304. . Retrieved 2016/10/10.