8-(methylsulfonylamino)quinoline

Base Information

• Chemical Name: 8-(methylsulfonylamino)quinoline
• CAS No.: 10374-76-2
• Molecular Formula: C10H10 N2 O2 S
• Molecular Weight: 222.26
• Hs Code.: 2935009090
• Mol file: 10374-76-2.mol

Synonyms:Methanesulfonamide,N-8-quinolyl- (7CI,8CI); 8-(Methylsulfonylamino)quinoline

Chemical Property of 8-(methylsulfonylamino)quinoline

Chemical Property:

• Vapor Pressure: 8.48E-07mmHg at 25°C
• Melting Point: 143-144 °C
• Boiling Point: 405.9°C at 760 mmHg
• PKA: 6.45±0.30(Predicted)
• Flash Point: 199.3°C
• PSA: 67.44000
• Density: 1.413g/cm³
• LogP: 2.76010

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(QUINOLIN-8-YL)METHANESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-(methylsulfonylamino)quinoline

There total 4 articles about 8-(methylsulfonylamino)quinoline 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: 80.0%

8-amino quinoline (578-66-5) + methanesulfonyl chloride (124-63-0) → 8-(methanesulfonylamino)quinoline (10374-76-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.9b00942

Reference yield:

2-nitro-aniline (88-74-4) → 8-(methanesulfonylamino)quinoline (10374-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium iodide / 0.08 h / 20 °C

1.2: 0.17 h / Cooling with ice

1.3: 2 h / 140 °C

2.1: pyrographite; hydrazine hydrate / methanol / 12 h / 80 °C

3.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyrographite; hydrazine hydrate; triethylamine; sodium iodide; In methanol; dichloromethane;

DOI:10.1021/acs.joc.9b00942

Reference yield:

8-nitroquinoline (607-35-2) → 8-(methanesulfonylamino)quinoline (10374-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyrographite; hydrazine hydrate / methanol / 12 h / 80 °C

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyrographite; hydrazine hydrate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/acs.joc.9b00942

upstream raw materials:

8-amino quinoline

methanesulfonyl chloride

2-nitro-aniline

8-nitroquinoline

Downstream raw materials:

N-(quinolin-8-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methanesulfonamide

Refernces

• 1、 -. "BIHETEROCYCLIC INHIBITORS OF ISPF FOR TREATMENT OF MICROBIAL INFECTIONS". Paragraph 0080-0082. . Retrieved 2021/07/24.
• 2、 -. "NEUROPROTECTIVE QUINOLINE SULFONAMIDES". Paragraph 0038. . Retrieved 2020/07/07.