86803-45-4

Upstream product

• 36602-08-1 (N-methylanilino)acetonitrile 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 
• 132431-15-3 2-(N-methylanilino)-2-phenylsulfanylacetonitrile 

Relevant academic research and scientific papers

2-(N-Methylanilino)-2-phenylsulfanylacetonitrile, A Reagent Tested for Electrophilic, Nucleophilic, and Radical Reactions

2-(N-Methylanilino)-2-phenylsulfanylacetonitrile 1 has been readily prepared from 2-(N-methylanilino)acetonitrile and diphenyl disulfide.Alkylation of the anion of 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated α-aminoalkenenitriles of 2E-configuration.Autoxidation of 1 in the presence of alkoxide ions afforded alkyl N-methyl-N-phenylcarbamates.Nucleophilic substitution of 1 with Grignard reagent or appropriate silyl compounds were promoted by CuI or Lewis acids to give varied α-amino nitriles.The 4-oxo-2-aminonitriles 9 obtained by condensation of 1 and titanium enolates can be considered as derivatives of 1,3-dicarbonyl compounds with the aldehyde group being activated to give an amino nitrile umpolung.When 1 was treated with tributylstannane, the corresponding amino nitrile α-radical was formed and the self-coupling product was isolated.

2-(N-Methylanilino)-2-phenylthioacetonitrile: a Useful Reagent for Preparation of Conjugated α-Amino Alkenenitriles via Tandem Alkylation and Dehydrosulphenylation

Alkylation of the anion of 2-(N-methylanilino)-2-phenylthioacetonitrile 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated α-aminoalkenenitriles of 2E-configuration.Counterattack by bromide and benzenethiolate ion

Reactions of Organic Anions; CXXVII. Catalytic Two-phase (C.T.P.) Synthesis of α-Cyanoenamines

The preparation of 4α-cyanoenamines 4 via the condensation of carbonyl compounds 2 with α-(N-methylanilino)-acetonitrile (1) carried out in the presence of a mixture of powdered potassium hydroxide and potassium carbonate and tetra-n-butylammonium bromide