103862-55-1

Basic information

• Product Name: 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE
• Synonyms: 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE;ZINC02534104
• CAS NO: 103862-55-1
• Molecular Formula: C₁₁H₁₀BrNO
• Molecular Weight: 252.11
• EINECS: -0
• Mol File: 103862-55-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 114℃
• Boiling Point: 341℃
• Flash Point: 160℃
• Appearance: /
• Density: 1.455
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.01±0.50(Predicted)
• CAS DataBase Reference: 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE(103862-55-1)
• EPA Substance Registry System: 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE(103862-55-1)

Safety Data

• Hazardous Substances Data: 103862-55-1(Hazardous Substances Data)

Usage

General Description

5-Bromo-8-methoxy-2-methyl-quinoline is a chemical compound with the molecular formula C12H11BrN2O. It is a derivative of quinoline, featuring a bromine atom at the 5-position, a methoxy group at the 8-position, and a methyl group at the 2-position. 5-BROMO-8-METHOXY-2-METHYL-QUINOLINE is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its unique structure and reactivity make it valuable for the development of new compounds with potential medicinal and industrial applications. Additionally, 5-Bromo-8-methoxy-2-methyl-quinoline is also utilized as a research tool in biochemical and biomedical studies.

InChI:InChI=1S/C11H10BrNO/c1-7-3-4-8-9(12)5-6-10(14-2)11(8)13-7/h3-6H,1-2H3

Upstream product

• 826-81-3 2-methyl-8-quinolinol 
• 90-04-0 2-methoxy-phenylamine 
• 3033-80-5 8-methoxy-2-methylquinoline 

Downstream Products

• 423755-61-7 8-hydroxy-5-(phenyl)-2-methyl-quinoline 
• 1028353-74-3 8-hydroxy-5-(4-dimethyl-amino-phenyl)-2-methyl-quinoline 
• 1299463-28-7 (E)-5-bromo-8-methoxy-2-styrylquinoline 
• 15599-52-7 5,7-dibromo-2-methylquinolin-8-ol 

Relevant articles and documents

Electrophilic aromatic addition reaction: Electrophilic attack at an aromatic H substituent position

(Chemical Equation Presented) We report and propose a mechanism for an unusual electrophilic aromatic addition reaction (AdEAr). During our preparation of 5,7-dibromo-8-methoxyquinaldine as a key intermediate in the synthesis of 7-bromoquinaldine-5,8-dione, direct bromination in either acidic or neutral conditions led only to the formation of 5-bromo-8-methoxyquinaldine. Under basic methanolic conditions, however, we unexpectedly obtained the 5,7-dibromo-8,8-dimethoxy-7,8-dihydroquinaldine adduct 2a. This result not only allows for the functionalization of aromatic compounds via the addition adducts, but also introduces the possibility of an alternate mechanism for electrophilic substitution reactions.

Facile Oxidation of Fused 1,4-Dimethoxybenzenes to 1,4-Quinones Using NBS: Fine-Tuned Control over Bromination and Oxidation Reactions

(Matrix Presented) Fused 1,4-dimethoxybenzenes could be oxidized to benzoquinones by either direct oxidation or demethylation-oxidation. The oxidative demethylation of 5,8-dimethoxy-2-methylquinoline using 1.1 equiv of NBS in aqueous THF and a catalytic amount of H2SO4 at 20°C for 5 min gave 2-methylquinoline-5,8-dione in 98% yield without bromination. Moreover, we can control either bromination or oxidative demethylation, or both reactions.

PYRIDAZINONE DERIVATIVE AND PDE INHIBITOR CONTAINING THE SAME AS ACTIVE INGREDIENT

It is to provide a novel pyridazinone derivative represented by the following general formula (1), which is useful as a pharmaceutical and has a phosphodiesterase inhibitory action: wherein R1 represents H or C1-6 alkyl, each of R2 and R3 represents H, X, C1-6 alkoxy, Z represents O or S, and A represents AA or BB, wherein AA represents: and BB represents: wherein R4 represents H or C1-6 alkyl, and each of R5 and R6 represents C1-6 alkyl.