41555-47-9

Upstream product

• 13114-22-2 N-(4-chlorobenzylidene)methylamine 
• 104-88-1 4-chlorobenzaldehyde 
• 60-34-4 methylhydrazine 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 

Downstream Products

• 40092-18-0 C₁₂H₁₆ClN₃O 
• 40091-91-6 C₁₃H₁₈ClN₃O 
• 135676-91-4 1-[6-(4-Chloro-phenyl)-2-methyl-5-phenyl-1,2,5,6-tetrahydro-[1,2,4,5]tetrazin-3-yl]-ethanone 
• 41555-78-6 3-{N'-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-2-methyl-cyclopent-2-enone 
• 41555-58-2 3-{N'-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-cyclohex-2-enone 
• 41555-48-0 3-{N'-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-5,5-dimethyl-cyclohex-2-enone 
• 1608493-76-0 4-Chloro-3-(4-chlorophenyl)-1-methyl-5-phenyl-1H-pyrazole 
• 1608493-73-7 3-(4-chlorophenyl)-1-methyl-4-nitro-5-phenyl-1H-pyrazole 
• 1608493-75-9 (E)-1-(2-chloro-2-nitro-1-phenylethyl)-2-(4-chlorobenzylidene)-1-methylhydrazine 
• 1608493-74-8 (E)-1-(2-bromo-2-nitro-1-phenylethyl)-2-(4-chlorobenzylidene)-1-methylhydrazine 
• 69746-35-6 5-(4′-chlorophenyl)-2-methyltetrazole 
• 73387-53-8 3-(4'-chlorophenyl)-1-methylpyrazole 
• 1450908-57-2 (1S,5S)-4-(4-chlorophenyl)-2-methyl-2,3-diazabicyclo[3.3.1]non-3-en-1-ol 

Relevant academic research and scientific papers

Acid-Mediated Three Component Assembly of 4-Fluoropyrazoles from α-Fluoronitroalkenes, Hydrazines, and Aldehydes

A new approach for the synthesis of highly pharmaceutically relevant 4-fluoropyrazoles via oxidative annulation of α-fluoronitroalkenes with in situ prepared hydrazones was developed. The reaction is efficiently promoted by trifluoroacetic acid while atmo

Mechanistic Studies on the Michael Addition of Amines and Hydrazines to Nitrostyrenes: Nitroalkane Elimination via a Retro-aza-Henry-Type Process

In this article we report on the mechanistic studies of the Michael addition of amines and hydrazines to nitrostyrenes. Under the present conditions, the corresponding N-alkyl/aryl substituted benzyl imines and N-methyl/phenyl substituted benzyl hydrazones were observed via a retro-aza-Henry-type process. By combining organic synthesis and characterization experiments with computational chemistry calculations, we reveal that this reaction proceeds via a protic solvent-mediated mechanism. Experiments in deuterated methanol CD3OD reveal the synthesis and isolation of the corresponding deuterated intermediated Michael adduct, results that support the proposed slovent-mediated pathway. From the synthetic point of view, the reaction occurs under mild, noncatalytic conditions and can be used as a useful platform to yield the biologically important N-methyl pyrazoles in a one-pot manner, simple starting with the corresponding nitrostyrenes and the methylhydrazine.

Synthesis of 3-(2-nitrovinyl)-4H-chromones: Useful scaffolds for the construction of biologically relevant 3-(pyrazol-5-yl)chromones

The Henry-type Barbier addition of bromonitromethane to 3-formylchromone, immediately followed by acetylation and concomitant elimination to afford nitroalkenes in excellent yield and total (E)-selectivity is described. Cycloaddition of N-methylhydrazones

Preparation of 5-Aryl-2-Alkyltetrazoles with Aromatic Aldehydes, Alkylhydrazine, Di-tert-butyl Azodicarboxylate, and [Bis(trifluoroacetoxy)iodo]benzene

A variety of 5-aryl-2-methyltetrazoles and 5-aryl-2-benzyltetrazoles were directly prepared in good to moderate yields by the reaction of aromatic aldehydes with methylhydrazine and benzylhydrazine, followed by treatment with di-tert-butyl azodicarboxylate and [bis(trifluoroacetoxy)iodo]benzene in a mixture of dichloromethane and 2,2,2-trifluoroethanol at room temperature. The present method is a novel one-pot preparation of 5-aryl-2-methyltetrazoles and 5-aryl-2-benzyltetrazoles through a [2N + 2N] combination under transition metal-free and mild conditions.

Regioselective synthesis of 4-nitro- or 4-chloro-tetrasubstituted pyrazoles from hydrazones and β-halo-β-nitrostyrenes

We report an acid-catalyzed cycloaddition reaction of hydrazones with β-bromo- or β-chloro-β-nitrostyrenes for the regioselective synthesis of 4-nitro- or 4-chloro-tetrasubstituted pyrazoles. Arising from a common 4-halo-4-nitropyrazolidine intermediate,

A new route to substituted pyrimido[5,4-e]-l,2,4-triazine-5,7(1H,6H)-diones and facile extension to 5,7(6H,8H) isomers

A new route to substituted pyrimido[5,4-e]-l,2,4-triazine-5,7(lH,6H)-diones is outlined. The synthesis proceeds via preformed hydrazone intermediates, which are then condensed with an activated chlorouracil to build up the entire molecular framework, foll

Substituted 4,5-di(trifluoromethyl)pyrazoles and their use as herbicides and for desiccating/defoliating plants

PCT No. PCT/EP96/04580 Sec. 371 Date Apr. 21, 1998 Sec. 102(e) Date Apr. 21, 1998 PCT Filed Oct. 22, 1996 PCT Pub. No. WO97/15509 PCT Pub. Date May 1, 1997Substituted 4,5-di(trifluoromethyl)pyrazoles I and salts thereof, Use: as herbicides; for the desicc

In the Search for New Anticancer Drugs, III. Phosphorylated Diaziridine Derivatives

Several N-diethoxyphosphoryl derivatives 7 of various diaziridines, and compounds 12, 15a, 15b, 18 and 20, structurally related to TEPA (1a) and spin labeled Thio-TEPA (1c) were synthesized. In three cases, attempts to synthesize phosphorylated