33599-22-3

Basic information

• Product Name: (4-methanesulfonylphenyl)-N,N-dimethyl-amine
• Synonyms: (4-methanesulfonylphenyl)-N,N-dimethyl-amine
• CAS NO: 33599-22-3
• Molecular Weight: 199.274
• Mol File: 33599-22-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4-methanesulfonylphenyl)-N,N-dimethyl-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methanesulfonylphenyl)-N,N-dimethyl-amine(33599-22-3)
• EPA Substance Registry System: (4-methanesulfonylphenyl)-N,N-dimethyl-amine(33599-22-3)

Safety Data

• Hazardous Substances Data: 33599-22-3(Hazardous Substances Data)

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 98-57-7 4-chlorophenyl methyl sulfone 
• 74-83-9 methyl bromide 
• 50-00-0 formaldehyd 
• 5470-49-5 4-methanesulfonylphenylamine 
• 124-38-9 carbon dioxide 
• 119871-25-9 N-methyl-4-(methylsulfonyl)benzenamine 
• 68-12-2 N,N-dimethyl-formamide 
• 20277-69-4 sodium methansulfinate 
• 177662-76-9 (4-methylsulfonyl)aniline hydrochloride 
• 74-88-4 methyl iodide 

Downstream Products

• 119871-25-9 N-methyl-4-(methylsulfonyl)benzenamine 
• 3517-90-6 p-anisyl methyl sulfone 
• 6462-34-6 4-(methylsulfonyl)-1,1′-biphenyl 
• 90357-06-5 Bicalutamide 
• 455-15-2 1-(methylsufonyl)-4-fluorobenzene 
• 929029-21-0 C₂₀H₂₀F₃N₃O₄S 
• 51601-26-4 N,N-dimethyl-4-(2-propen-1-yl)benzenamine 

Relevant articles and documents

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp2)–C(sp3) bonds.

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

Synthesis and biological evaluation of [18F]bicalutamide, 4-[76Br]bromobicalutamide, and 4-[76Br]bromo- thiobicalutamide as non-steroidal androgens for prostate cancer imaging

Androgen receptors (AR) are overexpressed in most primary and metastatic prostate cancers. To develop a nonsteroidal AR-mediated imaging agent, we synthesized and radiolabeled several analogs of the potent antiandrogen bicalutamide: [18F]bicalutamide, 4-[76Br] bromobicalutamide, and [76Br]bromo-thiobicalutamide. Two of these analogs, 4-[76Br]bromobicalutamide and [76Br]bromo- thiobicalutamide, were found to have a substantially increased affinity for the androgen receptor (AR) compared to that of bicalutamide. The synthesis of [ 18F]bicalutamide utilized a pseudocarrier approach to effect addition of a carbanion generated from tracer-level amounts of a radiolabeled precursor to an unlabeled carbonyl precursor. 4-[76Br]Bromobicalutamide and [76Br]bromo-thiobicalutamide were labeled through electrophilic bromination of a tributylstannane precursor. The former could be prepared in high specific activity, and its tissue distribution was tested in vivo. Androgen target tissue uptake was evident in castrated adult male rats; however, in DES-treated, AR-positive, tumor-bearing male mice, tumor uptake was low.