38604-68-1

Upstream product

• 7423-14-5 methyl ethyl ketone N-methylphenylhydrazone 
• 108-24-7 acetic anhydride 
• 104-15-4 toluene-4-sulfonic acid 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 625-77-4 N-acetylacetamide 
• 114-83-0 1-acetyl-2-phenylhydrazine 
• 74-88-4 methyl iodide 
• 3741-86-4 acetone methylphenylhydrazone 
• 100-61-8 N-methylaniline 
• 1004-12-2 N-deutero-N-methyl-aniline 
• 100-63-0 phenylhydrazine 
• 64-18-6 formic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 103134-10-7 (E)-N,N-dimethyl-N'-(N''-methylanilino)ethanimidamide 
• 1468535-94-5 2-(1-methyl-1H-indazol-3-yl)-1-phenylethanone 
• 1616861-87-0 2-(2-acetyl-1-methyl-2,3-dihydro-1H-indazol-3-yl)-1-p-tolylethanone 
• 1616861-88-1 2-(2-acetyl-1-methyl-2,3-dihydro-1H-indazol-3-yl)-1-(4-chlorophenyl)-ethanone 
• 1616861-89-2 C₁₈H₁₇BrN₂O₂ 
• 1604806-88-3 2-(2-acetyl-1-methyl-2,3-dihydro-1H-indazol-3-yl)-1-phenylethanone 
• 1604806-83-8 benzyl 2-(2-acetyl-1-methyl-2,3-dihydro-1H-indazol-3-yl)acetate 
• 103134-04-9 N-(N'-methylanilino)ethanimidoyl chloride 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 42108-38-3 N-acetyl-N,N'-dimethyl-N'-phenylhydrazine 

Relevant academic research and scientific papers

Nitrene-mediated intermolecular N–N coupling for efficient synthesis of hydrazides

N–N linkages are found in many natural compounds and endow fascinating structural and functional properties. In comparison to the myriad methods for the construction of C–N bonds, chemistry for N–N coupling, especially in an intermolecular fashion, remains underdeveloped. Here, we report a nitrene-mediated intermolecular N–N coupling of dioxazolones and arylamines under iridium or iron catalysis. These reactions offer a simple and efficient method for the synthesis of various hydrazides from readily available carboxylic acid and amine precursors. Although the Ir-catalysed conditions usually give higher N–N coupling yield than the Fe-catalysed conditions, the reactions of sterically more demanding dioxazolones derived from α-substituted carboxylic acids work much better under the Fe-catalysed conditions. Mechanistic studies revealed that the nitrogen atom of Ir acyl nitrene intermediates has strong electrophilicity and can undergo nucleophilic attack with arylamines with the assistance of Cl···HN hydrogen bonding to form the N–N bond with high efficiency and chemoselectivity. [Figure not available: see fulltext.].

Synthesis method for intermolecular N-N bonding and corresponding synthesized compound

The invention relates to a synthesis method for intermolecular N-N bonding and a corresponding compound. According to the invention, the direct insertion reaction of N-H bonds by nitrene is completed, and a brand-new N-N coupling reaction method is developed. The reaction uses a nitrene precursor, under the action of a catalyst, an intermolecular direct N-N coupling reaction of the nitrene precursor and an amine compound can be realized, and a tetra-substituted hydrazine compound is constructed in one step.

Rh(iii)-catalyzed synthesis of 1-aminoindole derivatives from 2-acetyl-1-arylhydrazines and diazo compounds in water

A novel and direct approach to synthesize 1-aminoindole derivatives by Rh(iii)-catalyzed cyclization of 2-acetyl-1-arylhydrazines with diazo compounds via aryl C-H activation has been developed. This intermolecular annulation involving tandem C-H activati

Synthesis of 2,3-dihydro-1H-indazoles by Rh(iii)-catalyzed C-H cleavage of arylhydrazines

A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C-H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour. This journal is the Partner Organisations 2014.

Rh(III)-catalyzed oxidative coupling of 1,2-disubstituted arylhydrazines and olefins: A new strategy for 2,3-dihydro-1H-indazoles

A rhodium(III)-catalyzed oxidative olefination of 1,2-disubstituted arylhydrazines with alkenes via sp2 C-H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construct

Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis

Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright

HETEROCYCLIC DERIVATIVE HAVING INHIBITORY ACTIVITY ON TYPE-I 11 -HYDROXYSTEROID DEHYDROGENASE

Disclosed is a compound which is useful as an 11β-hydroxysteroid dehydrogenase type 1 inhibitor. A compound represented by the formula: its pharmaceutically acceptable salt, or a solvate thereof, wherein X is O or S, a broken line and a wavy line represent the presence or the absence of a bond, (i) when a broken line represents the presence of a bond, a wavy line represents the absence of a bond, R2 and R3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, (ii) when a broken line represents the absence of a bond, a wavy line represents the presence of a bond, R1 and R4 are each independently hydrogen, halogen or the like, R2 and R3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, and R5 and R6 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like.

Preparation, properties, and reductive alkylation of arylhydrazides

1 [-Acy]-2-arylhydrazines (1), readily obtained in high yield from the condensation of arylhydrazines and the appropriate liquid carboxylic acid (2), underwent reductive alkylation with the same or different liquid carboxylic acids (2) and NaBH4 to give 1-acyl-2-alkyl-2-arylhydrazines (3) in good to moderate yields. The carboxylic acid has both the role of supplying the entering alkyl group and of acting as solvent. Most likely, it also modifies the BH4- anion to an active reducing agent under those conditions. The 1H NMR criteria for identifying the location of acylation of hydrazines and E and Z isomers are given. The MS spectra of the prepared hydrazides were analyzed in order to identify relevant structural features leading to specific fragmentations.

THE REACTIONS OF N-BENZOYLPEROXYCARBAMIC ACID WITH AZINES AND IMINES

N-Benzoylperoxycarbamic acid (BPC) was found to react generally with imines and azines to form oxaziridines rather than N-oxides.The imine products were stable, but those found from azines apparently were unstable and converted to ketones or aldehydes plus diazo compounds.

METHYLATION OF N-PHENYL-N'-ACETYLHYDRAZINE WITH DIMETHYL SULFATE

The reaction of N-phenyl-N'-acetylhydrazine with dimethyl sulfate in benzene in the presence of a 40percent solution of sodium hydroxide leads to a mixture of N-methyl-N-phenyl-N'-acetylhydrazine (45percent), N,N'-dimethyl-N-phenyl-N'-acetylhydrazine (31percent), and N'-methyl-N-phenyl-N'acetylhydrazine (24percent).The dimethyl derivative is formed through the methylation of N-methyl-N-phenyl-N'-acetylhydrazine by dimethyl sulfate, whereas the other isomer does not react under these conditions.