77811-44-0

Basic information

• Product Name: 4-Bromo-2-methyl-6-nitroaniline
• Synonyms: 4-BROMO-6-NITRO-O-TOLUIDINE;4-BROMO-2-METHYL-6-NITROANILINE;4-BROMO-2-METHYL-6-NITRO-PHENYLAMINE;2-Nitro-4-bromo-6-methylaniline;4-Bromo-2-methyl-6-nitrobenzenamine;4-broMo-2-Methyl-6-nitroanilin;2-Amino-5-bromo-3-nitrotoluene, 2-Amino-5-bromo-3-methylnitrobenzene, 4-Bromo-6-nitro-o-toulidine;BenzenaMine, 4-broMo-2-Methyl-6-nitro-
• CAS NO: 77811-44-0
• Molecular Formula: C₇H₇BrN₂O₂
• Molecular Weight: 231.05
• EINECS: 615-013-2
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Anilines, Amides & Amines;Bromine Compounds;Nitro Compounds;Amines;C7;Nitrogen Compounds
• Mol File: 77811-44-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 143-147 °C
• Boiling Point: 326.8 °C at 760 mmHg
• Flash Point: 151.4 °C
• Appearance: orange to orange-brown glistening crystals
• Density: 1.7207 (rough estimate)
• Vapor Pressure: 0.000211mmHg at 25°C
• Refractive Index: 1.5150 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -1.23±0.25(Predicted)
• Water Solubility: Slightly soluble in water and soluble in hot methanol.
• BRN: 3530524
• CAS DataBase Reference: 4-Bromo-2-methyl-6-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-methyl-6-nitroaniline(77811-44-0)
• EPA Substance Registry System: 4-Bromo-2-methyl-6-nitroaniline(77811-44-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 77811-44-0(Hazardous Substances Data)

Usage

Chemical Properties

orange to orange-brown glistening crystals

Uses

It is used in the design and synthesis of CK2 inhibitors and in the docking studies of novel telmisartan-glitazone hybrid analogs for the treatment of metabolic syndrome.

InChI:InChI=1/C7H7BrN2O2/c1-4-2-5(8)3-6(7(4)9)10(11)12/h2-3H,9H2,1H3

Upstream product

• 570-24-1 2-Methyl-6-nitroaniline 
• 583-75-5 4-Bromo-2-methylaniline 
• 95-53-4 o-toluidine 
• 24106-05-6 4'-bromo-2'-methylacetanilide 
• 120-66-1 N-(2-methylphenyl)acetamide 

Downstream Products

• 4887-83-6 4-methylbenzimidazole 
• 868707-43-1 (Z,E)-2-acetylamino-3-(4-amino-3-methyl-5-nitro-phenyl)acrylic acid methyl ester 
• 1207356-82-8 C₁₀H₁₃N₃O₄S 
• 1207547-49-6 2,4-dimethyl-6-phenylbenzimidazole 
• 1207547-52-1 2-(2-hydroxyethyl)-4-methyl-6-phenylbenzimidazole 
• 1207547-54-3 2-(2-methoxycarbonylethyl)-4-methyl-6-phenylbenzimidazole 
• 144701-48-4 telmisatran 
• 867331-30-4 4-[7-(3-amino-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide 

Relevant articles and documents

2-(HETERO)ARYL-BENZIMIDAZOLE AND IMIDAZOPYRIDINE DERIVATIVES AS INHIBITORS OF ASPARAGIME EMETHYL TRANSFERASE

Substituted benzimidazole and 3H-imidazo[4,5-b]pyridines or formula I: where X and Y respectively are selected from: (i) N and N; and (ii) N and CR4; A2 is selected from:, a C5 heteroarylene group, containing 2 or 3 ring heteroatoms, where the bonds to L1 and the core are β to one another; L1 is selected from: (i)A1-O-CH2-A2; (ii)A1-CH2-O-A2; (iii)A1-C(=O)-NH-A2; (iv)A1-CH(OH)-A2; (v)A1-CH2-NH-C(=O)-A2; (vi) A1-S-CH2-A2; (vii)A1- CH2-S-A2; (viii)A1-CH2-A2; and (ix)A1-CH(CH3)-O-A2; A1 is phenyl, optionally substituted by F or CF3; their use as pharmaceuticals, and in particular, in treating cancer and hemoglobinopathies.

PROCESS FOR THE PREPARATION OF BENZIMIDAZOLES

The invention provides a process for the preparation of compounds of formula (I) wherein wherein R1 is C1-6-alkyl or C3-6-cycloalkyl, R2 is selected from the group consisting of hydrogen, C1-6-alkyl and C3-6-cycloalkyl, and Q1 is selected from the group consisting of halogen, cyano and -CO-R3, wherein R3 is selected from hydrogen, hydroxy, C1-6-alkoxy, C3-8-cycloalkyloxy, aryloxy, C1-6-alkylamino, aryl-(C1-6-alkyl)amino and di-C1-6-alkylamino, comprising the step of reacting a corresponding o-nitroaniline with an aldehyde R2-CH0 or an equivalent thereof in the presence of a reducing agent.

Research in 7-aminoindazole series: Synthesis of new halo-7H-4-methylpyrazolo[1,5,4-ef][1,5]benzodiazepin-6-ones and 5H-9-halo-6-methylpyrazolo[1,5,4-ef][1,5]benzodiazepin-4-ones

A new class of 7-aminohaloindazoles has been synthesized. Reactivity of the amino groups of these bicyclic systems has been investigated. The halogenated pyrazolo-1,5-benzodiazepinones have been synthesized by the condensation of 7-aminoindazoles with ethyl acetoacetate.