87712-74-1

Basic information

• Product Name: (R,R)-(+)-α-<(1-phenylethyl)amino>-α-(2-chlorophenyl)acetonitrile hydochloride
• CAS NO: 87712-74-1
• Molecular Weight: 307.222
• Mol File: 87712-74-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R,R)-(+)-α-<(1-phenylethyl)amino>-α-(2-chlorophenyl)acetonitrile hydochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-(+)-α-<(1-phenylethyl)amino>-α-(2-chlorophenyl)acetonitrile hydochloride(87712-74-1)
• EPA Substance Registry System: (R,R)-(+)-α-<(1-phenylethyl)amino>-α-(2-chlorophenyl)acetonitrile hydochloride(87712-74-1)

Safety Data

• Hazardous Substances Data: 87712-74-1(Hazardous Substances Data)

Upstream product

• 143-33-9 sodium cyanide 
• 89-98-5 2-chloro-benzaldehyde 
• 10277-86-8 (R)-1-phenylethylamine hydrochloride 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 66985-47-5 2-chloro-α-[(trimethylsilyl)oxy]benzeneacetonitrile 

Relevant articles and documents

Novel asymmetric synthesis of atropisomeric 6-aryl pyrazinones via an unusual chirality transfer process

Cyclization of (S,S)-α-[(1-phenylethyl)amino]-α-(2- iodophenyl)acetonitrile with (COCl)2 in toluene or chlorobenzene afforded the atropisomeric pyrazinone (aS,S) 6-(2-α-iodophenyl)-3,5-dichloro-1(1- phenylethyl)-2(1H)-pyrazinone in 57% yield. With smaller ortho substituents (F, Cl, CH3, CF'3, OCH3) on the aromatic ring, mixtures of atropisomers were obtained from the cyclization reaction. All of the individual atropisomers prepared were stable at room temperature. All but the o-fluoro- substituted atropisomers were stable at elevated temperatures. This paper describes a stereoselective synthesis of pyrazinones and suggests a mechanism for formation via an interesting transfer of chirality.

Asymmetric Strecker Synthesis: Isolation of Pure Enantiomers and Mechanistic Implications

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