Iminonitriles

Hydrogen cyanide can also be added to the C=N bond to give iminonitriles or a-aminomalononitriles. ... 

Isothiazoles can be prepared from thionyl chloride and a-aminoketones, a-iminoketones, a-iminonitriles, or acrylonitriles the reactions concerned have been discussed.62... 

When an anion exchange resin Amberlite IRA 400 [CN-] is used as a cyanating agent, the final products of the aldonitrone cyanating reaction are a-iminonitriles (Scheme 2.173) (Table 2.14) (634). 

Aqueous NaOH (33%, 3 ml) is stirred with the iminonitrile (10 mmol), aryl aldehyde (11 mmol), and TEBA-C1 (0.12 g, 0.5 mmol) in CH2C12 (5 ml) for 1 h at room temperature. H20 (100 ml) is added and the mixture is extracted with CH2C12 (3 x 25 ml). The dried (Na2S04) extracts are evaporated and the residue is triturated with EtOH (20 ml). Evaporation of the ethanolic solution yields the 3-cyano-2-azabuta-1,3-diene (55-70%). 

Thorpe reaction org chem The reaction by which, in presence of lithium amides, a,(rt-dinitriles undergo base-catalyzed condensation to cyclic iminonitriles, which can be hydrolyzed and decarboxylated to cyclic ketones. thorp re,ak-shan TMPC See tetrakis(hydroxymethyl)phosphonium chloride, thulia See thulium oxide. thu-le-a ... 

The syntheses by Naito and co-workers of 4-hydroxy, 4-cyano, and related isothiazoles from a-iminoketones or a-iminonitriles and sulfuryl or thionyl chloride29,30 may be envisaged as a variant of the general method if it is assumed that the reagents introduce a sulfur atom and also provide chlorine for oxidative cyclization (Scheme 10). 

These results can be explained by the kinedk network indicated in Figure 1 in which competitive adsorption of hydrogen MGN, 3-methylpiperidine and irmnonitrile on the metal surface plays an important role. The iminonitrile can either be further... 

Muraoka treated potassium dithioformate with /3-iminonitriles in aprotic solvent [tetrahydrofuran (THF)] and sodium-1,1-dimethylpropanolate as base. The resulting -cyano-/3-iminothioaldehydes (40) are yellow or red stable monomers with well-defined melting points (82CL101). Thioformy-... 

Cyanamides, alcoholysis, 648 hydrolysis, 647, 680 Cyanides, acylation, 348 addition, of alcohols to, 634 of ammonia or amines to, 635 of olefins to, 571 alcoholysis, 485, 542 alkylation, 599 amination, 636 carbethoxylation, 489 condensation to /3-iminonitriles, 730 hydrolysis, to acids, 412 to amides, 570 preparation, 590... 

Imino esters—Continued preparation, 483, 634 preparations listed in table 76, 637 pyrolysis to amides, 376 Imino ethers, see Imino esters Imino ketones, preparation, 730 jS-Iminonitriles, hydrolysis, 351 preparation, 730 Indoles, alkylation, 836... 

Phosphoric acid (85%)-Acetic acid (1 1). This combination proved useful for the hydrolysis and decarboxylation of the iminonitrile (I) to the ketone (2) the mixture... 

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