170944-20-4

Upstream product

• 3296-05-7 1-azido-4-chlorobenzene 
• 141-97-9 ethyl acetoacetate 
• 101-92-8 4'-Chloroacetoacetanilide 
• 104-12-1 p-chlorphenylisocyanate 
• 106-47-8 4-chloro-aniline 
• 6413-10-1 fructone 

Downstream Products

• 866845-57-0 N-(4-chlorophenyl)-5-methyl-1-phenyl-1H-1,2,3-triazole-4-carboxamide 
• 1384290-61-2 N-(4-chlorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxamide 
• 1421851-92-4 N²,N⁴-bis(4-chlorophenyl)-2,5-dimethyl-3-oxo-1-phenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1353647-97-8 1-(4-chlorophenylcarbamoyl)-2-oxopropyl acetate 

Relevant academic research and scientific papers

The synthesis of (4E)-N-(4-chlorophenyl)-5-substituted-2-diazo-3-oxopent-4- enoic acid amides

The (4E)-N-(4-chlorophenyl)-5-(3-chlorophenyl)-2-diazo-3-oxopent-4-enoic acid amides 5a～j were synthesized with N-(4-chlorophenyl)-2-diazo-3- oxobutyramide 4 from p-chloroaniline and various arylaldehydes. The yielded products 5a～j were investigated with NMR, MS, IR, and X-ray crystal lo graphic techniques.

The synthesis and crystal structure of (4E)-5-(3-chlorophenyl)-N-(4- chlorophenyl)-2-diazo-3-oxopent-4-enoic acid amide

(4E)-5-(3-Chlorophenyl)-N-(4-chlorophenyl)-2-diazo-3-oxopent-4-enoic acid amide (5) was synthesized from p-chloroaniline to N-(4-chlorophenyl)-2-diazo-3- oxo-butyramide (4) with 3-chlorobenzaldehyde. The yielded product 5 was investigated with X-ray crystallographic, NMR, MS, and IR techniques. Compound 5 (C17H11Cl2N3O2, Formula wt = 360.19), crystallizes in the monoclinic space group P21/c with unit cell parameters a = 10.516(2), b = 17.996(4), c = 8.902(2) A, α = 90.00, β = 105.36(3), γ = 90.00°. V = 1624.5(6) A3, Z = 4, Dx = 1.473Mg m-3. The final R was 0.0511.

Intramolecular hydrogen bonding-assisted cyclocondensation of α-diazoketones with various amines: A strategy for highly efficient Wolff 1,2,3-triazole synthesis

A catalytic and highly efficient Wolff's cyclocondensation of α-diazoketones with aromatic and aliphatic amines has been realized for the first time by utilizing the strategy of an intramolecular hydrogen bonding-activating carbonyl group. This approach successfully solved the challenging problem of poor condensation efficiency in Wolff 1,2,3-triazole synthesis, and constitutes a powerful method for the synthesis of highly functionalized 1,2,3-triazoles. The Royal Society of Chemistry 2012.

REACTIONS OF α-SILYL-α-DIAZOKETONES WITH ARYLISOCYANATES AND ACYLISOTHIOCYANATES

(1-Diazo-2-oxoalkyl)silanes 1a,b react with arylisocyanates to give the 1-aryl-4-acyl-5-triisopropylsiloxy-1,2,3-triazoles 3.Hydrolytic or fluoride induced desilylation of these products affords the α-acyl-α-diazoacetamides 4.Diazoketone 1b reacts with ethoxycarbonyl and benzoyl isothiocyanate, but not with phenyl isothiocyanate, to produce 4-acyl-5-acylamino-1,2,3-thiadiazoles 5.