10282-33-4

Basic information

• Product Name: 4-ALLYLAMINO-BENZONITRILE
• Synonyms: 4-ALLYLAMINO-BENZONITRILE
• CAS NO: 10282-33-4
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.1998
• Mol File: 10282-33-4.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-ALLYLAMINO-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ALLYLAMINO-BENZONITRILE(10282-33-4)
• EPA Substance Registry System: 4-ALLYLAMINO-BENZONITRILE(10282-33-4)

Safety Data

• Hazardous Substances Data: 10282-33-4(Hazardous Substances Data)

Upstream product

• 106-95-6 allyl bromide 
• 873-74-5 4-Aminobenzonitrile 
• 116808-70-9 cyclopropyldiphenylsulfonium triflate 
• 623-03-0 4-Cyanochlorobenzene 
• 107-11-9 1-amino-2-propene 
• 107-18-6 allyl alcohol 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 1380538-76-0 (S)-2-(iodomethyl)-1-tosylindoline-5-carbonitrile 
• 1094358-94-7 N-(2-allyl-4-cyano-phenyl)-4-methyl-benzenesulfonamide 
• 73784-11-9 4-allylamino-benzaldehyde 
• 267002-58-4 2-allyl-4-cyano-phenylamine 
• 10282-30-1 4-pyrrolidin-1-yl-benzonitrile 

Relevant articles and documents

Novel strategies for the solid phase synthesis of substituted indolines and indoles

Using a polymer-bound selenenyl bromide resin, o-allyl and o-prenyl anilines were cycloaded to afford a series of solid-supported indoline and indole scaffolds. These scaffolds were then functionalized and cleaved via four distinct methods, namely traceless reduction, radical cyclization, radical rearrangement, and oxidative elimination, to afford 2-methyl indolines, polycyclic indolines, 2-methyl indoles, and 2-propenyl indolines, respectively. A number of small combinatorial libraries of compounds reminiscent of certain designed ligands of biological interest were constructed demonstrating the potential utility of the developed methodology to chemical biology studies and the drug discovery process.

Direct palladium-catalyzed selective monoallylation of anilines using allylic alcohols

N-Allylation of anilines using allylic alcohols directly to give monoallylic anilines selectively in high yields has been realized by employing palladium acetate-triphenylphosphine as the catalyst. Palladium-catalyzed one-pot cyclization of 2-aminophenols with 2-butene-1,4-diol leads to 3,4-dihydro-2-vinyl-2H-1,4-benzoxazines. (C) 2000 Elsevier Science Ltd.

Copper-Catalyzed Allylation of Amines with Cyclopropyldiphenylsulfonium Trifluoromethanesulfonate

Cyclopropyldiphenylsulfonium salt, a famous ylide precursor previously extensively employed in the preparation of cyclic compounds, has been successfully utilized as an efficient allylation reagent in this work. The copper-catalyzed reactions of cyclopropyldiphenylsulfonium trifluoromethanesulfonate with amines in the presence of an appropriate ligand provided the N-allylated products in good yields. Aliphatic/ aromatic amines and primary/secondary amines were all converted under mild reaction conditions. This protocol was also applicable to N-functionalization of drug molecules, supplying the corresponding N-allylated compounds in satisfactory yields. The reaction, which showed good functional group tolerance with a wide range of substrates and excellent chemoselectivity, offers an interesting method for the synthesis of N-allyl amines.

Efficient copper-catalyzed direct intramolecular aminotrifluoromethylation of unactivated alkenes with diverse nitrogen-based nucleophiles

A mild, convenient, and step-economical intramolecular aminotrifluoromethylation of unactivated alkenes with a variety of electronically distinct, nitrogen-based nucleophiles in the presence of a simple copper salt catalyst, in the absence of extra ligand