15328-32-2

Usage

Type of compound

Heterocyclic

Structure

Contains a triazole ring with a cyano group attached to the benzene ring

Common uses

a. Reagent for the modification of organic compounds and polymers
b. Versatile and efficient crosslinking agent
c. Selectively reacts with amino groups in proteins and peptides without affecting other functional groups

Applications

a. Bioconjugation chemistry
b. Synthesis of pharmaceuticals and agrochemicals

Key attributes

Reactivity and stability

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 506-68-3 bromocyane 
• 143-33-9 sodium cyanide 
• 21050-95-3 N-chlorobenzotriazole 
• 59016-54-5 1-cyano-4-N,N-dimethylaminopyridinium bromide 
• 15217-42-2 sodium benzotriazolate 
• 43183-36-4 1-(trimethylsilyl)-1H-benzotriazole 
• 506-77-4 cyanogen chloride 

Downstream Products

• 5518-09-2 2-(naphthalen-1-yl)malononitrile 
• 86239-14-7 (4-Bromophenyl)malononitrile 
• 32122-65-9 (2-Chlorophenyl)malononitrile 
• 16278-99-2 2,2’-bithiophene-5-carbonitrile 
• 141240-69-9 1-(Benzotriazol-1-yl)-1-phenylthiomethanimine 
• 141240-68-8 1-(N¹-Phenylamidino)benzotriazole 
• 496882-20-3 N,N-dibenzyl-benzotriazole-1-carboxamidine 
• 95-14-7 1,2,3-Benzotriazole 
• 151589-37-6 methyl 2-cyanoethynylbenzoate 
• 634602-53-2 methyl 4-(cyanoethynyl)benzoate 
• 1240350-63-3 4-[1H-1,2,3-benzotriazol-1-yl(imino)methyl]-N,N-dimethylaniline 
• 1007842-16-1 C₂₇H₄₅NO₂Si₂ 
• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 935-02-4 3-Phenyl-2-propynonitrile 

Relevant academic research and scientific papers

Organolithium-Mediated Postfunctionalization of Thiazolo[3,2- c][1,3,5,2]oxadiazaborinine Fluorescent Dyes

An effective method for transition-metal-free postfunctionalization of thiazolo[3,2-c][1,3,5,2]oxadiazaborinine dyes via direct lithiation of the 1,3-thiazole ring was developed. The reaction allows valuable regioselective C-H modification of these N,O-ch

The direct electrophilic cyanation of β-keto esters and amides with cyano benziodoxole

The direct electrophilic α-cyanation of β-keto esters and amides has been developed using a hypervalent iodine benziodoxole-derived cyano reagent. The procedure is accomplished within 10 min and without the use of any catalyst in DMF, at room temperature. Thus, the highly functionalized quaternary carbon-centered nitriles were produced in high to excellent yields.

Synthesis of N-Cyanoazoles

1-Cyanoimidazole, 1-cyano-2-methylimidazole, 1-cyanobenzimidazole, and 1-cyano-1,2,4-triazole were prepared by reaction of corresponding azoles with cyanogen bromide.Reactions of cyanogen bromide with sodium benzotriazolide and sodium pyridin-2-olate yield 1-cyanobenzotriazole and 2-cyanatopyridine.

1-CYANOBENZOTRIAZOLE: A SAFE AND CONVENIENT SOURCE OF (+)CN

Readily available 1-cyanobenzotriazole is a convenient reagent for the conversion of secondary amines into the corresponding cyanamides. Exploratory work with primary amines and with mercaptans is also reported.