859195-44-1

Basic information

• Product Name: Mandelamide, o-chloro- (3CI)
• Synonyms: Mandelamide, o-chloro- (3CI)
• CAS NO: 859195-44-1
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.60762
• Mol File: 859195-44-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Mandelamide, o-chloro- (3CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Mandelamide, o-chloro- (3CI)(859195-44-1)
• EPA Substance Registry System: Mandelamide, o-chloro- (3CI)(859195-44-1)

Safety Data

• Hazardous Substances Data: 859195-44-1(Hazardous Substances Data)

Upstream product

• 121986-01-4 (R)-2-chloromandelonitrile 
• 10421-85-9 2-chloromandelic acid 
• 156276-21-0 rac-methyl 2-chloromandelate 

Relevant articles and documents

Condensation of vilsmeier salts, derived from tetraalkylureas, with α-hydroxy amide derivatives: One-pot approach to synthesize 2-dialkylamino-2-oxazolin-4-ones

A novel and straightforward synthetic protocol was developed to synthesize 2-dialkylamino-2-oxazolin-4-ones from various Vilsmeier salts and α-hydroxy amides derivatives. Notably, thozalinone (3a), as a mild stimulant in tristimania and anorexic, could be synthesized simply and in a high yield using this methodology.

METHOD FOR PRODUCING CHIRAL alpha HYDROXYCARBOXYLIC CRYSTALLINE ACIDS

The invention relates to a method for producing chiral alpha-hydroxycarboxylic crystalline acids consisting in transforming cyanhydrins (R) or (S) into alpha-hydroxycarboxylic acids (R) or (S), respectively by enzymatic hydrolysis in the presence of Rhodococcus erythropolis NCIMB 11540.

Enzymatic Hydrocyanation of a Sterically Hindered Aldehyde. Optimization of a Chemoenzymatic Procedure for (R)-2-Chloromandelic Acid

The asymmetric synthesis of (R)-o-chloromandelic acid, a key intermediate for the anti-thrombotic agent clopidogrel, via the almond meal catalyzed hydrocyanation of 2-chlorobenzaldehyde and subsequent acidic hydrolysis was developed into an industrially viable procedure. The use of a minimum amount of water consistent with enzyme activity and a slow feed of the reactants were the keys to obtaining (R)-2-chloromandelonitrile in a high (98%) yield and satisfactory (90%) enantiomeric excess. Acidic hydrolysis of the nitrile followed by crystallization from toluene afforded enantiopure (ee > 99%) (R)-2-chloromandelic acid.