36590-49-5

Basic information

• Product Name: 3-Chloro-4-Methoxybenzoyl Chloride
• Synonyms: 3-Chloro-4-Methoxybenzoyl Chloride
• CAS NO: 36590-49-5
• Molecular Formula: C₈H₆Cl₂O₂
• Molecular Weight: 205.03804
• Product Categories: Aromatics, Miscellaneous Reagents
• Mol File: 36590-49-5.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Chloro-4-Methoxybenzoyl Chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-Methoxybenzoyl Chloride(36590-49-5)
• EPA Substance Registry System: 3-Chloro-4-Methoxybenzoyl Chloride(36590-49-5)

Safety Data

• Hazardous Substances Data: 36590-49-5(Hazardous Substances Data)

Usage

Description

3-Chloro-4-Methoxybenzoyl Chloride is an organic compound characterized by its chemical structure featuring a chlorine atom at the third position and a methoxy group at the fourth position on a benzene ring, with a benzoyl chloride functional group attached. It is a versatile intermediate in the synthesis of various pharmaceutical compounds and has potential applications in the medical field.

Uses

Used in Pharmaceutical Synthesis:
3-Chloro-4-Methoxybenzoyl Chloride is used as a key intermediate in the synthesis of diphenolic azoles, which are potent estrogen β-receptor ligands. These ligands are valuable in the treatment of certain inflammatory conditions or illnesses, providing a targeted approach to managing these health issues.
Additionally, 3-Chloro-4-Methoxybenzoyl Chloride is utilized in the synthesis of N-acetyltransferase inhibitors. These inhibitors play a crucial role as anti-tubercular agents, contributing to the development of new treatments for tuberculosis and other related bacterial infections.

Upstream product

• 37908-96-6 3-chloro-4-methoxy benzoic acid 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 100-09-4 4-methoxybenzoic acid 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 76442-90-5 3,4'-dichloro-4-methoxybenzophenone 
• 89978-93-8 3-chloro-4-methoxy-benzoic acid amide 
• 36590-72-4 C₁₄H₁₂Cl₂N₂O 
• 36584-39-1 C₁₅H₁₆ClN₃O 
• 36583-95-6 C₁₆H₁₈ClN₃O 
• 36590-57-5 C₁₄H₁₁Cl₃N₂O 
• 36584-00-6 C₁₆H₁₇Cl₂N₃O 
• 1380196-06-4 ethyl 5-(3-chloro-4-methoxyphenyl)oxazole-4-carboxylate 
• 888730-46-9 (3-chloro-4-hydroxyphenyl)-(2,3-dihydrobenzo[1,4]oxazin-4-yl)-methanone 

Relevant articles and documents

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Pd(II)-catalyzed annulation reactions of epoxides with benzamides to synthesize isoquinolones

Epoxides as alkylating reagents are unprecedentedly applied in Pd(II)-catalyzed C?H alkylation and oxidative annulation of substituted benzamides to synthesize isoquinolones rather than isochromans, which is accomplished through alerting the previously reported reaction mechanism by the addition of oxidant and TEA. Under these conditions, various isoquinolones have been prepared with yields up to 92%. In addition, this methodology has been successfully employed in the total syntheses of rupreschstyril, siamine, and cassiarin A in an expedient fashion.

Synthesis of N-trifluoromethyl amides from carboxylic acids

Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.