29055-55-8

Upstream product

• 120-72-9 indole 
• 106-47-8 4-chloro-aniline 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 17333-85-6 4-chlorophenyldiazonium salt 

Relevant academic research and scientific papers

Kinetics of alkaline hydrolysis of p-substituted benzylidenemalononitriles in 50% aqueous acetonitrile: Substituent effects and quantification of the electrophilic reactivity

The rate constants of the reaction of p-X-substituted benzylidenemalononitriles 1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h with hydroxide ion were measured in 50% water-50% acetonitrile at 20 C. The experimental kinetic data reveal that the points pertaining to electron donating substituted compounds (X = Me, OMe and NMe2) exhibit negative deviations from the Hammett plot. However, the Yukawa-Tsuno plot for the same rate constants resulted in a good straight line with an excellent correlation coefficient (r2 = 0.9916) and an r value of 1.15. Possible ground-state stabilization through resonance interactions has been suggested to explain the origin of the nonlinear Hammett plot. On the basis of the relationship between E and σp+, the electrophilicity parameter E of some benzylidenemalononitriles 1c and 1e, 1f, 1g, 1h has been evaluated. More importantly, the three compounds 1f (E = -7.90), 1g (E = -7.80) and 1h (E = -7.55) exhibit high electrophilicities that compare well with that of 4,6-dinitrobenzoselenadiazole (E = -7.40), a compound which has a general behaviour representative for the superelectrophilic dimension. We have shown that the second-order rate constants calculated from Mayr's approach for the reaction of 1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h with hydroxide ion do not agree with the available experimental data. On the other hand, a good linear correlation between log kexp and log kcalc has been observed and discussed.

Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity

A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3-(arylazo)indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metaboli

Synthesis of 3-arylazoindoles on ionexchange resin support

A novel method of stabilization of diazonium ions by immobilization onto an ion-exchange resin support have been developed. The resin immobilized diazonium ions have been used to synthesize the physiologically important 3-arylazoindoles in good yield.

Diazo-coupling reaction on ion-exchange resin support

Diazonium ions have been immobilized on a cation exchange resin and brought into reaction with suitable substrate to give azo compounds as the only product.Byproducts are absent and recovery of the products is simple.These diazocoupling reactions could be carried out in organic solvents and under neutral condition.