1681-36-3

Usage

Chemical Properties

Light yellow liquid

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 81, 1988 DOI: 10.1002/jhet.5570250112

InChI:InChI=1/C6H6ClN.ClH/c1-5-4-8-3-2-6(5)7;/h2-4H,1H3;1H

Upstream product

• 626-61-9 4-Chloropyridine 
• 74-88-4 methyl iodide 
• 67-66-3 chloroform 
• 26751-09-7 3-methyl-pyridine-1-oxide ; hydrochloride 
• 1003-73-2 3-picoline-N-oxide 
• 1074-98-2 3-methyl-4-nitropyridine N-oxide 

Downstream Products

• 7584-05-6 3-methyl-4-cyanopyridine 
• 114913-51-8 4-hydrazino-3-methylpyridine 
• 10177-29-4 4-chloronicotinic acid 
• 1174988-10-3 C₁₇H₂₃N₃O 
• 10351-13-0 3-Methyl-4-mercapto-pyridin 
• 98197-11-6 4-hydrazinyl-3-methylpyridine 1-oxide 
• 886372-07-2 4-chloro-3-methylpicolinonitrile 
• 915922-09-7 N-(3-methylpyridin-4-yl)ethane-1,2-diamine 
• 1189328-78-6 tert-butyl 3-(3-methylpyridin-4-yl)benzoate 
• 58997-11-8 3-methylisonicotinic acid ethyl ester 
• 4021-12-9 3-methyl-isonicotinic acid 

Relevant academic research and scientific papers

Antimicrobial 2-pyridones, their compositions and uses

Compounds having the general structure: are effective antimicrobial agents.

Syntheses of ortho-hydroxymethylpyridinols and dioxaphosphorino[m,n-x]pyridines

Dioxaphosphorino[m,n-x]pyridines compounds have been prepared by condensation of methyl dichlorophosphate with new ortho-hydroxymethylpyridinols.

Site-Selectivity in the Reaction of 3-Substituted Pyridine 1-Oxides with Phosphoryl Chloride

Site-selectivity in the reaction of 3-substituted pyridine 1-oxide with phosphoryl chloride was investigated.When a strongly electron-withdrawing group (e.g.CN, CONRR', COOR, or NO2) was substituted at the 3-position, the reaction of 3-substituted pyridine 1-oxides with phosphoryl chloride yielded 3-substituted 2-chloropyridines as the main products.Keywords- site-selectivity; 3-substituted pyridine 1-oxide; phosphoryl chloride; 3-substituted 2-chloropyridine; chlorination

Directed Lithiation of 4-Halopyridines: Chemoselectivity, Regioselectivity and Application to Synthesis

4-Chloro and 4-fluoropyridines were ortho-lithiated by n-butyllithium-TMEDA chelate or lithium diisopropylamide at low temperature.The resulting 3-lithio 4-halopyridines were reacted with electrophiles which led to various 3,4-disubstituted pyridines.The versatility of this functionalization is enhanced by the 4-halogen reactivity towards nucleophiles such as water, methylate and amines.Some of the 3,4-disubstituted synthons were annelated to naphthyridine, xanthone and coumarin or condensed to Hantzsch-ester or to "chlotrimazol" analogues.Lithiation of 4-fluoropyridine led in one step to 3,4-pyridyne, which was trapped by cycloaddition with furans.