57381-51-8

Usage

Chemical Properties

white to off-white crystalline powder

InChI:InChI=1/C7H3ClFN/c8-6-2-1-5(4-10)7(9)3-6/h1-3H

Upstream product

• 34662-32-3 4-chloro-2-nitrobenzonitrile 
• 57946-56-2 2-fluoro-4-chloroaniline 
• 151-50-8 potassium cyanide 
• 446-30-0 4-chloro-2-fluorobenzoic acid 

Downstream Products

• 27018-19-5 7-chloro-2,4-diaminoquinazoline 
• 116617-06-2 3-Amino-6-chloro-1-cyano-1-(4-fluoro-phenyl)-1H-indene-2-carboxylic acid methyl ester 
• 357442-83-2 2-[(4-Amino-1-phenylbutyl)amino]-4-chloro-benzonitrile fumarate 
• 357433-82-0 4-Chloro-2-{[3-(Methylamino)-1-Phenylpropyl]Thio}Benzonitrile Hydrochloride 
• 357416-63-8 [3-(5-Chloro-2-cyanophenoxy)hexyl]methylcarbamic Acid 1,1-dimethylethyl Ester 
• 357417-78-8 4-Chloro-2-{[1-[2-(methylamino)ethyl]butyl]thio)benzonitrile hydrochloride 
• 357434-26-5 4-chloro-2-[(3-hydroxy-1-phenylpropyl)amino]-benzonitrile 
• 939812-57-4 4-chloro-2-(cyclopentylamino)benzonitrile 
• 939817-56-8 4-chloro-2-{[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzonitrile 
• 939817-58-0 4-chloro-2-({1-[(dimethylamino)methyl]cyclohexyl}amino)benzonitrile 
• 1227163-36-1 4-chloro-2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 
• 16889-21-7 3-amino-6-chloro-1H-indazole 
• 1229625-23-3 4-chloro-2-(dimethylamino)benzonitrile 
• 1275725-07-9 4-chloro-2-(3-hydroxypyrrolidin-1-yl)benzonitrile 

Relevant academic research and scientific papers

Selective fluorodenitration of chloronitroaromatics

Nucleophilic fluorination of chloronitrobenzenes shows a strong bias for fluorodenitration rather than halogen exchange.

Process for the preparation of chlorinated and fluorinated benzene compounds by selective nucleophilic fluorodenitration

A process for the preparation of chlorinated and fluorinated benzene compounds of the general formula (1) STR1 in which R denotes --CN or --COOalkyl(C1 -C6), and X and Y each denote chlorine or fluorine, X and Y being not identical, by fluorodenitration, which comprises reacting a compound of the formula (2) STR2 in which R is defined as above, and X' and Y' each denote chlorine or nitro, X' and Y' being nor identical, with potassium fluoride in a dipolar aprotic solvent in the presence of a transfer catalyst at a temperature from about 50° C. to about 250° C.

Further Studies on the Synthesis of Quinazolines from 2-Fluorobenzonitriles

Recently, we reported that appropriately substituted 2-fluorobenzonitriles undergo cyclization with guanidine carbonate to afford 2,4-diaminoquinazolines usually in good to excellent yield.This paper describes the preparation of a variety of new 2,4-diaminoquinazolines substituted at positions five or seven.In addition, the reactions of selected 2-fluorobenzonitriles with formamidine acetate or acetamidine acetate were examined.The results obtained demonstrate that the analogous 4-amino- and 2-methyl-4-aminoquinazolines can be prepared by this approach but that yields are considerably lower than when guanidine carbonate is employed as the cyclization reagent.

Displacement of Halogen of 2-Halogeno-Substituted Benzonitriles with Carbanions. Preparation of (2-Cyanoaryl)arylacetonitriles

(2-Cyanoaryl)arylacetonitriles are obtained by displacement of halogen of 2-halobenzonitriles with phenylacetonitrile anions.The method also applies to a number of heteroaromatics with ortho-situated halogen and cyano groups and to heteroarylacetonitrile anions.The anions were generated by using potassium tert-butoxide or potassium carbonate.Calculated electron densities of the electrophilic centers reflect the reactivity in the displacement reaction.The calculations indicate that the potassium ion complexes with the cyano group of the 2-halobenzonitriles in nonpolar solvents, thus promoting competitive addition of the anion to the cyano group.Carbanions derived from acids with pKa ca. 19-23 similarly displaced the halogen of 2-halobenzonitriles.