Dicyano diamine

Azole approach. 3,4-Dicyano-l,2,5-thiadiazole with hydrazine yields the 5,7-diamine (751) (71JHC441) in a manner analogous to the reaction of o-phthalonitrile with hydrazine. 

The synthesis of 1,2,5-thiadiazoles from a-diamines was studied as early as 1897 when Michaelis attempted the preparation of the parent compound by reaction of ethylenediamine with sulfur dioxide. The product, however, was bissulfimic acid (28) which readily lost sulfur dioxide to form the betaine (28a). Later Shew reported that 3,4-dicyano-l,2,5-thiadiazole (30) results from the reaction of cis-diaminomaleonitrile (29, HCN tetramer) with thionyl chloride, a reaction which is analogous to 2,1,3-benzothiadiazole formation from o-phenylenediamines. The synthesis of the parent 1,2,5-thiadiazole and some alkyl analogs (32) was accomplished by reaction of salts of... 

One common possibility for the preparation of low molecular hemiporphyrazines is starting from o-dicyano compounds sudi as 1,2-dicyanbenzene and diamines sudi as 1,4-diaminobenzene or 2,6-diaminopyridine to obtain the ligand followed by introduction of metal ions (in the case using diaminopyridine) In order to get polymers, concepts of bifunctionality with various tetracyano compounds 103) and diamines 104) were used to prepare the polymer ligand 105)-, this is in some cases able to form polychelates 106) (Eq. 57, Table 17). 

C02N8O6C10H24, Cobalt(III), tris(l,2-ethane-diamine)-, cir-bis(carbonato)dicyano-cobaltate(III), 23 66... 

Cramer studied the mechanism using Rh compounds [123, 124], The linear dimerization of acrylonitrile in the presence of hydrogen and a ruthenium catalyst to form 1,4-dicyano-l-butene [125-127] received much interest in industrial laboratories, mostly in Japan, so a large number of patents have been filed, in some of which palladium catalysts have also been claimed. The above compound can be hydrogenated to give the industrially important adipodinitrile and hexa-methylene diamine. 

DEHYDROGENATION Anthraquinone. Chloranil. 2,3-Dichloro-5,6-dicyano-l,4-benzoquinone. Diethyl azodicarboxylate. Manganese dioxide. Palladium catalysts. Potassium hydride. Palladium-on-carbon. N,N,N, N -Tetraincthylethylcnc diamine. Trifluoroacetic acid. 

Amino-2-phenyl-l, 2,3,5-tetrazin-6(3//)-one (8) has been obtained by first oxidizing 2-phenyl-2H-, 2,3-triazole-4,5-diamine (6) with lead(IV) acetate to get l,3-dicyano-2-phenyltriazene (7) and then by irradiating 7 in methanol with a medium-pressure mercury lamp for 7.5 minutes.5... 

In the first butadiene process (process 3 in Figure 2.13) developed by DuPont [171], chlorine is reacted with butadiene at about 200°C in a mole ratio of 4.T. At a 95% yield this reaction results in the formation of both 1,4-dichlorobutene and 1,2-dichlorobutene. Treating this mixture with HCN at 130-150°C in the presence of HCl acceptors such as CaCOs yields l,4-dicyanobutene-2, which upon treatment with a basic catalyst, isomerizes to 1,4-dicyano-butene-1. Hydrogenation at 250°C and at atmospheric pressure in the gas phase using a palladium catalyst yields hexamethylene diamine directly. 

Cuprous chloride/oxygen 1,4-Dicyano-l,3-dienes from o-diamines... 

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