895-84-1

Upstream product

• 75-15-0 carbon disulfide 
• 10465-74-4 1,2-di-(p-chlorobenzoyl)diazene 
• 122-01-0 4-chloro-benzoyl chloride 
• 79-19-6 thiosemicarbazide 
• 127-65-1 chloroamine-T 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 613-94-5 benzoic acid hydrazide 
• 74-11-3 para-chlorobenzoic acid 
• 202273-29-8 C₁₅H₁₂Cl₂N₄O₃ 

Downstream Products

• 2491-90-9 2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole 
• 10465-74-4 1,2-di-(p-chlorobenzoyl)diazene 
• 17452-97-0 2,5-bis(p-chlorophenyl)-1,3,4-thiadiazole 
• 89007-01-2 N-acetonyl-4-chlorobenzamide 
• 23337-90-8 4-chloro-benzoic acid-[N'-(4-chloro-benzyl)-hydrazide] 

Relevant academic research and scientific papers

Synthesis and in vitro urease inhibitory activity of benzohydrazide derivatives, in silico and kinetic studies

Benzohydrazide derivatives 1–43 were synthesized via “one-pot” reaction and structural characterization of these synthetic derivatives was carried out by different spectroscopic techniques such as 1H NMR and EI-MS. The synthetic molecules were evaluated for their in vitro urease inhibitory activity. All synthetic derivatives showed good inhibitory activities in the range of (IC50 = 0.87 ± 0.31–19.0 ± 0.25 μM) as compared to the standard thiourea (IC50 = 21.25 ± 0.15 μM), except seven compounds 17, 18, 23, 24, 29, 30, and 41 which were found to be inactive. The most active compound of the series was compound 36 (IC50 = 0.87 ± 0.31 μM) having two chloro groups at meta positions of ring A and methoxy group at para position of ring B. The structure–activity relationship (SAR) of the active compounds was established on the basis of different substituents and their positions in the molecules. Kinetic studies of the active compounds revealed that compounds can inhibit enzyme via competitive and noncompetitive modes. In silico study was also performed to understand the binding interactions of the molecules (ligand) with the active site of enzyme.

Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction

A synthetic route to α-aminoketone derivatives via a hetero DielsAlder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero DielsAlder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero DielsAlder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The NN bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield.

One-pot synthesis of 1,3,4-thiadiazoles using Vilsmeier reagent as a versatile cyclodehydration agent

A simple and efficient synthetic method for the one-pot synthesis of 1,3,4-thiadiazoles utilizing Vilsmeier reagent was developed. In this method carboxylic acids and hydrazine were converted to 1,3,4-thiadiazoles in the presence of Vilsmeier reagent and Lawesson's reagent. The influence of the thionation reagent, solvent, temperature and time, in this reaction was discussed. The developed methodology for 1,3,4-thiadiazole synthesis has the advantage of simplicity, ambient reaction conditions, easy purification and good to excellent yield of products.

In situ generated cetyltrimethylammonium bisulphate in choline chloride-urea deep eutectic solvent: A novel catalytic system for one pot synthesis of 1,3,4-oxadiazole

Cetyltrimethylammonium bisulphate ([CTA]HSO4) catalysed one pot synthesis of 2,5-disubstituted-1,3,4-oxadiazoles from carboxylic acid and acid hydrazide in biodegradable deep eutectic solvent is investigated. [CTA]HSO 4 is generated in situ from cetyltrimethylammonium peroxodisulphate. Cyclization of diacylhydrazide using [CTA]HSO4 gives best alternative to traditional dehydration agents. Its remarkable features include a milder procedure, simplicity in workup and purification, good to excellent yields of products, use of inexpensive, recyclable reagents, and eco-friendly aspects by avoiding toxic catalysts/reagents and solvents. Graphical Abstract: [Figure not available: see fulltext.].

A convenient and simple transformation of acid hydrazides to N,N′-diacylhydrazines with Hg(OAc)2 under solid state conditions

A highly efficient and practical methodology for the transformation of acid hydrazides 1 to N,N′-diacylhydrazines 2 is described under solid state conditions at RT utilizing inexpensive and easily available reagent Hg(OAc) 2. The products are obtained in good yields with high purity.

Microwave-induced conversion of acid hydrazides to N,N′- diacylhydrazines in solvent-free conditions

A new and efficient method of converting acid hydrazides 1 to the corresponding N,N′-diacylhydrazines 2 under microwave irradiation and in solvent-free conditions has been described. Copyright Taylor & Francis Group, LLC.

An Efficient Oxidation of Acid Hydrazides to N,N′-Diacylhydrazines Using Copper(II) Acetate in Solvent-Free Conditions Under Microwave Irradiation

A simple and efficient method for solvent free "dry" state transformation of acid hydrazides 1 to corresponding N,N′ -diacylhydrazines 2 using copper(II) acetate under microwave irradiation has been described. The products are obtained in good yields and excellent purities.

A simple and efficient oxidation of hydrazides to N,N'-diacylhydrazines using Oxone in an aqueous medium

Substituted aromatic hydrazides have been oxidised to N,N'- diacylhydrazines in high yields using Oxone in an aqueous medium at room temperature.

Some hypervalent iodine(III) mediated solid-state transformations

Some known hypervalent iodine(III) mediated reactions, viz (i) dimerization of acid hydrazides 1a-i, (ii) α-tosyloxylation of acetophenones 3a-f, and (iii) α-hydroxylation of acetophenones 3c,d,f have been effected in solid-state.

Oxidation of Hydrazides Using Sodium Perborate: Formation of N,N′-Diacylhydrazines

Substituted aromatic hydrazides react very smoothly with sodium perborate in glacial acetic acid at room temperature to give N,N′-diacylhydrazines in excellent yields and purity.