83260-96-2

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLOROQUINALDINE HCL is used as an intermediate in the synthesis of antimalarial and antiparasitic drugs, contributing to the development of life-saving medications.
Used in Agrochemical Industry:
4-CHLOROQUINALDINE HCL is utilized as a building block in the creation of agrochemicals, playing a vital role in the development of products that protect crops and enhance agricultural productivity.
Used in Dye Synthesis:
4-CHLOROQUINALDINE HCL is employed as an intermediate in the synthesis of dyes, contributing to the production of a variety of colorants used in different industries.
Used in Organic Chemistry Research:
As an important intermediate, 4-CHLOROQUINALDINE HCL is used in organic chemistry for research and development of new compounds and materials, showcasing its significance in advancing scientific knowledge and innovation.

InChI:InChI=1/C10H8ClN.ClH/c1-7-6-9(11)8-4-2-3-5-10(8)12-7;/h2-6H,1H3;1H

Upstream product

• 4637-59-6 4-Chloroquinoline N-oxide 
• 83260-84-8 5-(4-Chloro-quinolin-2-yl)-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Downstream Products

• 99361-09-8 4-iodo-2-methylquinoline 

Relevant academic research and scientific papers

Studies on Tertiary Amine Oxides. LXXV. Reactions of Aromatic N-oxides with Meldrum's Acid in the Presence of Acetic Anhydride

Reactions of quinoline, lepidine, 4-chloro-, 4-methoxy- and 4-morpholino-quinoline 1-oxides (1a-e) with Meldrum's acid (2) in acetic anhydride smoothly occurred at room temperature to afford the corresponding 5-(2-quinolyl)-Meldrum's acids (3a-e) in good yields.On the other hand, when the reactions were carried out in dimethylformamide containing 1.2 eq acetic anhydride the N-ylides (4a-e) were produced; while the reactions of 1a, d, e yielded only N-ylides 4a, d, e, 4b, c were formed along with smaller amounts of 3b, c in the reactions of 1b, c. 3-Bromoquinoline 1-oxide (1f) gave only the N-ylide (4f) and isoquinoline 2-oxide (6) gave the 1-substituted isoquinoline (7) independently of the reaction conditions.Further, 5-alkyl-Meldrum's acids (8a-c) also reacted readily with 1a in acetic anhydride to give the corresponding 2-substituted quinolines (9a-c) in good yields.Heating of 3a, b with conc. hydrochloric acid, 10percent hydrochloric acid or methanol containing 10percent hydrogen chloride gave 2-methylquinolines (10a, b), 2-quinolineacetic acids (11a, b) or their methyl esters (12a, b), respectively.Similarly, 9a-c afforded 2-alkylquinolines (14a-c) in good yields upon being refluxed with conc. hydrochloric acid.Keywords--aromatic N-oxide; Meldrum's acid; 5-(2-quinolyl)-Meldrum's acid; quinolinium-5-Meldrum's acid ylide; 5-(1-isoquinolyl)-Meldrum's acid; 2-alkylquinoline; 2-quinolineacetic acid; nucleophilic reaction; regioselectivity