38327-03-6

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-methoxybenzylidene)-2-methylhydrazine is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to serve as a building block in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-methoxybenzylidene)-2-methylhydrazine is employed as a reagent for the creation of diverse organic molecules. Its ability to form a variety of chemical bonds makes it a valuable component in the synthesis of complex organic structures.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 60-34-4 methylhydrazine 

Downstream Products

• 134122-59-1 3-(p-methoxyphenyl)-1-methyl-5-(1,2,3,4,5-penta-O-acetyl-D-galacto-pentitol-1-yl)pyrazole 
• 41555-76-4 3-{N'-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-2-methyl-cyclopent-2-enone 
• 64643-23-8 (2E)-3-[2-(4-methoxy-benzylidene)-1-methyl-hydrazino]-crotonic acid ethyl ester 
• 113298-58-1 3-(4-Chloro-phenyl)-6-(4-methoxy-phenyl)-4-methyl-5,6-dihydro-4H-[1,2,4,5]oxatriazine 
• 65112-31-4 1β-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid (4-methoxy-benzylidene)-methyl-hydrazide 
• 43131-50-6 methyl 4-(2-methyl-2H-tetrazol-5-yl)phenyl ether 
• 1608493-81-7 3-(4-methoxyphenyl)-1-methyl-4-nitro-5-phenyl-1H-pyrazole 
• 38127-61-6 3-[N'-(4-Methoxy-benzyl)-N-methyl-hydrazino]-5,5-dimethyl-cyclohex-2-enone 
• 41555-83-3 3-[N'-(4-Methoxy-benzyl)-N-methyl-hydrazino]-2-methyl-cyclopent-2-enone 

Relevant academic research and scientific papers

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

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.

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,

AZOLOPYRIDINE AND AZOLOPYRIMIDINE COMPOUNDS AND METHODS OF USE THEREOF

Provided herein are azolopyridine and azolopyrimidine compounds for treatment of JAK kinase mediated diseases, including JAK2 kinase-, JAK3 kinase- or TYK2 kinase-mediated diseases. Also provided are pharmaceutical compositions comprising the compounds and methods of using the compounds and compositions.

Method for preparing 1,3,4-substituted pyrazol compounds

The invention provides an Ethernet bridge or router comprising a network fabric adapted to provide interconnectivity to a plurality of Ethernet ports, each of the Ethernet ports being adapted to receive and/or transmit Ethernet frames, and wherein the Ethernet bridge or router further comprises an encapsulator connected to receive Ethernet Protocol Data Units from the Ethernet ports, wherein the encapsulator is operable to generate a Fabric Protocol Data Unit from a received Ethernet Protocol Data Unit, the Fabric Protocol Data Unit comprising a header portion, and a payload portion which comprises the Ethernet Protocol Data Unit concerned, and wherein the encapsulator is operable to transform Ethernet destination address information from the Ethernet Protocol Data Unit into a routing definition for the network fabric, and to include this routing definition in the header portion of the Fabric Protocol Data Unit. Also provided is a method of data delivery across a network.

DERIVATIVES OF 1-PHENYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION

Compounds of formula (I) wherein m, R1, R2, R3, X and Y are defined herein, are useful as inhibitors of HIV replication.

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