N-cyclopropyl-4-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-cyclopropyl-4-nitrobenzenesulfonamide
• CAS No.: 549476-61-1
• Molecular Formula: C₉H₁₀N₂O₄S
• Molecular Weight: 242.255
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID50392447
• Wikidata: Q82190692
• Mol file: 549476-61-1.mol

Synonyms:N-cyclopropyl-4-nitrobenzenesulfonamide;549476-61-1;N-Cyclopropyl 4-Nitrophenylsulfonamide;MFCD00458256;N-Cyclopropyl4-Nitrophenylsulfonamide;N-cyclopropyl-4-nitrobenzene-1-sulfonamide;DTXSID50392447;ZWA47661;STL168233;STL227684;AKOS002276659;AKOS005170016;AS-31574;SY002202;CS-0453499;FT-0757692;A870313;Z45534880

Chemical Property of N-cyclopropyl-4-nitrobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 3.3E-07mmHg at 25°C
• Refractive Index: 1.629
• Boiling Point: 418.3 °C at 760 mmHg
• Flash Point: 206.8 °C
• PSA: 100.37000
• Density: 1.5 g/cm³
• LogP: 3.03040
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 242.03612798
• Heavy Atom Count: 16
• Complexity: 358

Purity/Quality:

99% ^*data from raw suppliers

N-Cyclopropyl4-Nitrophenylsulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1NS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-cyclopropyl-4-nitrobenzenesulfonamide

There total 2 articles about N-cyclopropyl-4-nitrobenzenesulfonamide 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%

Cyclopropylamine (765-30-0) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → N-cyclopropyl-4-nitrobenzenesulfonamide (549476-61-1)

Guidance literature:

Cyclopropylamine; 4-Nitrobenzenesulfonyl chloride; In toluene; at 0 - 15 ℃; for 0.25h; Inert atmosphere;

With triethylamine; In toluene; at 5 - 25 ℃; Inert atmosphere;

With hydrogenchloride; In water; toluene; at 20 - 25 ℃; for 4h; Inert atmosphere;

DOI:10.1021/op500031z

Reference yield:

→ N-cyclopropyl-4-nitrobenzenesulfonamide (549476-61-1)

Guidance literature:

aus N-Nitroso-N-cyclopropyl-p-nitro-benzolsulfonsaeureamid durch Thermolyse (20gradC) in Methanol;

DOI:10.1016/S0040-4039(01)88234-4

Reference yield: 90.0%

N-cyclopropyl-4-nitrobenzenesulfonamide (549476-61-1) + cyclopropylboronic acid (411235-57-9) → N,N-dicyclopropyl 4-nitrobenzenesulfonamide (1581769-09-6)

Guidance literature:

With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate; In acetonitrile; at 20 - 55 ℃; Solvent; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/op500031z

upstream raw materials:

Cyclopropylamine

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

C₂₄H₂₈N₄O₅S₂

4-nitrophenyl phenyl sulfide

C₁₈H₁₉NO₂S₂

4-(4-methoxyphenylsulfanyl)nitrobenzene

Refernces

• 1、 Zhao, Jie,Guan, Xiao-Wen,Chen, Shi-Wu,Hui, Ling. "Synthesis and biological evaluation of norcantharidin derivatives as protein phosphatase-1 inhibitors". . p. 363 - 366. Retrieved 2015/02/19.
• 2、 Engers, Darren W.,Gentry, Patrick R.,Williams, Richard,Bolinger, Julie D.,Weaver, C. David,Menon, Usha N.,Conn, P. Jeffrey,Lindsley, Craig W.,Niswender, Colleen M.,Hopkins, Corey R.. "Synthesis and SAR of novel, 4-(phenylsulfamoyl)phenylacetamide mGlu 4 positive allosteric modulators (PAMs) identified by functional high-throughput screening (HTS)". scheme or table. p. 5175 - 5178. Retrieved 2010/10/02.