4916-27-2

Upstream product

• 107-13-1 acrylonitrile 
• 586-96-9 Nitrosobenzene 
• 62-53-3 aniline 
• 79421-24-2 2-chloro-3-(phenylamino)propanenitrile 

Downstream Products

• 92467-05-5 α-anilino-β-indolylpropanenitrile 
• 933782-78-6 S-(-)-1-phenylaziridine-2-carboxamide 
• 4916-14-7 methyl (S)-1-phenylaziridine-2-carboxylate 
• 446242-92-8 methyl (R)-(+)-1-phenylaziridine-2-carboxylate 
• 145545-23-9 R-(-)-2-amino-3-(phenylamino)propanoic acid 
• 933453-68-0 R-(-)-2-azido-3-[benzyl(phenyl)amino]propanamide 
• 145545-23-9 S-2-amino-3-(phenylamino)propanoic acid 
• 152494-07-0 S-1-phenylaziridine-2-carboxylic acid 
• 152494-07-0 R-1-phenylaziridine-2-carboxylic acid 

Relevant academic research and scientific papers

AZIRIDINE SYNTHESIS

The invention relates to a process for making an aziridine, wherein an aldehyde, a nitroso compound and a Michael acceptor are reacted in the presence of an N-heterocyclic carbene (NHC) catalyst.

N-heterocyclic carbene (NHC)-catalyzed direct amidation of aldehydes with nitroso compounds

(Chemical Equation Presented) NHC-catalyzed direct amidation of aldehydes with nitroso compounds is a powerful method for the synthesis of N-arylhydroxamic acids. A variety of aryl, alkyl, alkenyl, and heterocyclic aldehydes were found to give excellent yields of the corresponding N-arylhydroxamic acids. This chemistry was also extended to the synthesis of chiral N-arylhydroxamic acids by kinetic resolution of α-branched aldehydes, a domino amidation-redox amination reaction of acrolein, and a three-component reaction for the synthesis of N-arylaziridines.

N-Substituted aziridine-2-carboxylic acid derivatives and their immuno-stimulation compositions and methods

A 2-cyanaziridine derivative of the formula STR1 wherein R' is a straight-chained or branched, saturated or mono- or polyunsaturated aliphatic hydrocarbon radical with up to 8 carbon atoms, which is substituted by an aromatic nitrogen-containing heterocyclic radical with 5 or 6 ring-members and 1, 2 or 3 nitrogen atoms optionally substituted by halogen, alkoxy with up to 8 carbon atoms, alkyl with up to 8 carbon atoms, hydroxyl, carbalkoxy with up to 9 carbon atoms, carbamoyl, dialkylamino the alkyl moieties of which having up to 8 carbon atoms, cycloalkylamino, the cycloalkyl moiety having 3-10 carbon atoms, acetylamino, nitro, cyano, acetyl, alkylthio with up to 8 carbon atoms, alkylsulphinyl with up to 8 carbon atoms, alkylsulphonyl with up to 8 carbon atoms, sulphamoyl, phenyl, trifluoromethyl, phenoxy, acetoxy or methylenedioxy; or a pharmacologically acceptable salt thereof, exhibits immune stimulating activity.

N-Substituted aziridine-2-carboxylic acid derivatives for immuno stimulation

Aziridine-2-carboxylic acid derivatives of the formula STR1 wherein X is a carboxyl, nitrile, alkoxycarbonyl or carbamoyl group, and R and R1 are various organic radicals, or pharmacologically acceptable salts thereof, exhibit marked immunostimulant activity, especially in conjunction with added chemotherapeutic agents such as a penicillin, a cephalosporin, a nitrofuran or chloramphenicol. Those compounds are new where X is a cyano group or an alkoxycarbonyl radical and R1 is a hydrogen atom, but R' is not an unsubstituted alkyl radical or an alkyl radical substituted by hydroxyl, alkoxy, dialkylamino, phenyl, 4-chlorophenyl or 4-methoxyphenyl or a vinyl radical substituted by a phenyl or methyl radical, or a cycloalkyl radical, a phenyl a 4-chlorophenyl, a 4-methoxyphenyl, an s-triazinyl or a pyridinyl radical; or where X is a carbamoyl group and R1 is a hydrogen atom, R' is not an unsubstituted cyclohexyl, alkyl or benzyl radical; or where X is a cyano group or an alkoxycarbonyl radical and R1 is a phenyl radical, R' is not an isopropyl, cyclohexyl, phenyl, benzyl or p-chlorobenzyl radical; or where R1 is a methyl radical, R1 is not a benzyl, p-chloro- or p- methoxybenzyl radical.