408523-30-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
3-Methylquinoline-2-carboxaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of biologically active molecules, contributing to the creation of new drugs and pesticides.
Used in Flavor and Fragrance Industry:
3-Methylquinoline-2-carboxaldehyde is used as a component in the flavor and fragrance industry due to its strong, pungent odor. It adds distinctive scents to perfumes, colognes, and other fragranced products, as well as enhances the taste profiles in food and beverage applications.

InChI:InChI=1/C11H9NO/c1-8-6-9-4-2-3-5-10(9)12-11(8)7-13/h2-7H,1H3

Upstream product

• 1721-89-7 2,3-dimethylquinoline 
• 7446-08-4 selenium(IV) oxide 
• 108-38-3 m-xylene 
• 67-56-1 methanol 
• 612-58-8 3-methylquinoline 

Relevant academic research and scientific papers

Methanol as a formylating agent in nitrogen heterocycles

A radical mediated C-H direct formylation of N-heteroarenes with methanol is reported. The reaction features a novel iron-catalyzed Minisci oxidative coupling process using commercially available methanol as a formylating reagent. It effectively solved the long-standing problems associated with using methanol as a formylating reagent in these types of reactions. Compared to the traditional Minisci C-H formylation methods, this protocol is highly atom-economical, simple to operate, and environmentally friendly and shows good functional group tolerance. This Minisci formylation strategy is a straightforward approach for the late-stage functionalization of N-heteroarenes. This journal is

Metal-free C(sp3)–H oxidation of 2-methylquinolines with PIDA under microwave irradiation

An efficient metal-free protocol has been developed for the sp3C–H bond oxidation of 2-methylquinolines in the presence of PIDA under microwave irradiation, providing 2-quinolinecarboxaldehydes with moderate to high yields and excellent selectivities. A wide range of 2-quinolinecarboxaldehydes with different functional groups have been synthesized. A tentative mechanism has been presented to explain this highly selective oxidation process.

Chemical synthesis method of quinoline (oxaline)-2-carboxaldehyde compounds

The invention relates to a preparation method of quinoline (oxaline)-2-carboxaldehyde compounds. The preparation method comprises the following steps of dissolving 2-methylquinoline(oxaline) shown in a formula (II) into an organic solvent, adding iron salts, and completely reacting under the condition of 100 to 180DEG C with the assistance of microwave; performing after treatment on a reaction solution to obtain the quinoline (oxaline)-2-carboxaldehyde compounds shown in a formula (I), wherein the feed molar ratio of the iron salts to the quinoline (oxaline)-2-carboxaldehyde compounds is (0.5 to 3.5):1. R in the formula (I) and the formula (II) is hydrogen at the same time; or the hydrogen is monosubstituted or polysubstituted by alkyls of C1 to C8, alkoxys of C1 to C8, nitryl or halogen; the number of substituent groups is n; X in the formula (I) and the formula (II) is carbon or nitrogen at the same time. The preparation method disclosed by the invention has the advantages of short reaction time, low reaction temperature, wide application range of reaction, good reaction selectivity, low price and no toxicity of a used catalyst, and simplicity and convenience in operation; the preparation method meets the requirement of green chemistry. (The formulas are shown in the description).