21900-47-0

Basic information

• Product Name: 3-chloro-2-methylbenzoic acid chloride
• Synonyms: 3-chloro-2-methylbenzoic acid chloride
• CAS NO: 21900-47-0
• Molecular Weight: 189.041
• Mol File: 21900-47-0.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 3-chloro-2-methylbenzoic acid chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-2-methylbenzoic acid chloride(21900-47-0)
• EPA Substance Registry System: 3-chloro-2-methylbenzoic acid chloride(21900-47-0)

Safety Data

• Hazardous Substances Data: 21900-47-0(Hazardous Substances Data)

Upstream product

• 7499-08-3 3-chloro-2-methylbenzoic acid 
• 205178-79-6 2-methyl-3-chlorobenzamide 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 54454-12-5 (3-chloro-2-methylphenyl)carbonitrile 

Downstream Products

• 176088-65-6 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-3-chloro-2-methylbenzamide 

Relevant articles and documents

Improved synthesis of sterically encumbered heteroaromatic biaryls from aromatic β-keto esters

A protocol for the synthesis of hindered 4-aryl 2-aminopyrimidines from β–keto esters is described. The process employs trifluoroethanol as an essential additive to promote the guanidine condensation reaction, enabling the synthesis of 25 aryl- and heteroaryl substituted aminopyrimidines in good yields and high purities with no column chromatography. The conditions described herein are readily scalable and have been employed in the large-scale synthesis of the clinical A2a/A2bR antagonist AB928.

Rhodium-Catalyzed Alkylation of C?H Bonds in Aromatic Amides with Non-activated 1-Alkenes: The Possible Generation of Carbene Intermediates from Alkenes

The alkylation of C?H bonds (hydroarylation) in aromatic amides with non-activated 1-alkenes using a rhodium catalyst and assisted by an 8-aminoquinoline directing group is reported. The addition of a carboxylic acid is crucial for the success of this reaction. The results of deuterium-labeling experiments indicate that one of deuterium atoms in the alkene is missing, suggesting that the reaction does not proceed through the commonly accepted mechanism for C?H alkylation reactions. Instead the reaction is proposed to proceed through a carbene mechanism. The carbene mechanism is also supported by preliminary DFT calculations.

Rhodium-Catalyzed Alkenylation of C-H Bonds in Aromatic Amides with Alkynes

The rhodium-catalyzed alkenylation of C-H bonds of aromatic amides with alkynes is reported. A variety of functional groups, including OMe, OAc, Br, Cl, and even NO2, are applicable to this reaction to give the corresponding hydroarylation prod