2538-61-6

Basic information

• Product Name: (2,6-DIMETHYL-PHENYL)-HYDRAZINE
• Synonyms: [(2,6-dimethylphenyl)amino]azanium chloride;NSC11254;Hydrazine,(2,6-dimethylphenyl)-, hydrochloride (1:1);TIMTEC-BB SBB001780;DimethylphenylhydrazineHCl;2,6-Dimethylphenylhydrazine hydrochloride;(2,6-DIMETHYL-PHENY;2-Hydrazino-m-xylene hydrochloride, 1,3-Dimethyl-2-hydrazinobenzene hydrochloride
• CAS NO: 2538-61-6
• Molecular Formula: C₈H₁₂N₂*ClH
• Molecular Weight: 136.19
• Product Categories: API intermediates
• Mol File: 2538-61-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 210-211 °C
• Boiling Point: 219.4 °C at 760 mmHg
• Flash Point: 98 °C
• Appearance: /
• Density: 1.058 g/cm³
• Vapor Pressure: 0.12mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: (2,6-DIMETHYL-PHENYL)-HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2,6-DIMETHYL-PHENYL)-HYDRAZINE(2538-61-6)
• EPA Substance Registry System: (2,6-DIMETHYL-PHENYL)-HYDRAZINE(2538-61-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2538-61-6(Hazardous Substances Data)

Usage

Uses

2,6-Dimethylphenylhydrazine Hydrochloride is used as a reagent in the synthesis of 3-arylimino-2,3,5,6-tetrahydro-4H-1,4-thiazines and related cyclic amidines which exhibit potential antihypertensive activity.

InChI:InChI=1/C8H12N2.ClH/c1-6-4-3-5-7(2)8(6)10-9;/h3-5,10H,9H2,1-2H3;1H

Upstream product

• 87-62-7 2,6-dimethylaniline 
• 85518-80-5 2,6-Dimethylphenyl diazonium chloride 

Downstream Products

• 132370-80-0 3-(2',6'-dimethylphenylhydrazinocarbonyl)propenoic acid 
• 132370-83-3 N-(2',6'-dimethylphenylamino)bromomaleimide 
• 132370-73-1 2,3-dichloro-4-(2',6'-dimethylphenylhydrazono)butenoic acid 
• 1566598-82-0 ethyl 1-(2,6-dimethylphenyl)-4,5-diphenyl-1H-pyrazole-3-carboxylate 
• 1448583-06-9 C₃₁H₄₂N₂O₂ 
• 1417449-12-7 ethyl 1-(2,6-dimethylphenyl)-4-methyl-5-phenyl-1H-pyrazole-3-carboxylate 
• 1426436-64-7 1-(2,6-dimethylphenyl)-4-methyl-5-phenyl-1H-pyrazole-3-carboxylic acid 
• 792952-99-9 5-amino-1-(2,6-dimethylphenyl)-1H-pyrazole-4-carbonitrile 
• 132370-89-9 2-(2',6'-dimethylphenyl)-2,3-dihydropyridazine-3,6-dione 
• 75600-91-8 3-(4-amino-3,5-dimethylphenyl)-5-methoxybenzophenone 
• 112341-86-3 <(2,6-dimethylphenyl)azo>carboxamide 
• 75601-14-8 4-nitroacetophenone 2,6-dimethylphenylhydrazone 
• 132370-92-4 N-<(2,2,2-trichloro-1-formylamino)ethyl>-2,6-dimethylphenylhydrazine 

Relevant articles and documents

Regioselectivity of the ortho- and para-semidine, and diphenyline rearrangements

The regioselectivity of the o-semidine, p-semidine, and diphenyline rearrangements of unsymmetrical N,N′-diarylhydrazines was studied experimentally. The results indicate that their electron-rich nitrogen atom is first protonated and then the electron-poor non-protonated nitrogen atom undergoes an N[1,3]-sigmatropic shift to the ortho-position of the electron-rich aryl rings, generating key intermediates. The intermediates can undergo (1) a direct proton transfer to give o-semidines, (2) a second N[1,3]-shift of the electron-poor nitrogen atom and then proton transfer to furnish p-semidines, and (3) a [3,3]-sigmatropic shift and subsequent proton transfer to yield diphenylines. It is the first N[1,3]-sigmatropic shift step that plays an important role in controlling the regioselectivity in the three rearrangements, further determining the structures of o-semidines, p-semidines, and diphenylines. The current results provide new insights into the o/p-semidine and diphenyline rearrangements and useful information for controlling and predicting the structures of the rearrangement products.

Heteroarylaminopyrazole derivatives useful for the treatment of diabetes

The present invention relates to heteroarylaminopyrazole compounds, pharmaceutical compositions, and methods for treating diabetes and related disorders.