Herbicides. IV. The synthesis of 2,6-dichlorobenzonitrile was written by Koopman, H.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas in 1961.Recommanded Product: 6-Chloro-2-aminobenzamide This article mentions the following:
Four new methods were described for the synthesis of 2,6-dichlorobenzonitrile (I). Method A: 2,6-Dichloroaniline was diazotized and the diazonium compound converted by the (Sandmeyer) reaction into 75% I when the Sandmeyer catalyst was buffered with NaHCO3. Method B: 2,3-Dichloronitrobenzene was treated with CuCN and pyridine to give 75% 2-chloro-6-nitrobenzonitrile, 120-2° (MeOH), which was reduced with iron in concentrated HCl-MeOH to give 89% 2-amino-6-chloro-benzonitrile, m. 136-8° (benzene). Sandmeyer reaction there gave 79% I. Iron reduction and partial saponification 2-chloro-6-nitrobenzonitrile gave 41% 2-amino-6-chlorobenzamide, m. 130-1°. Method C: 2,6-dichlorobenzaldehyde and HONHSO3Na gave 99% anti-2,6-dichlorobenzaldoxime, m. 175-6° (benzene), which was dehydrated by refluxing with Ac2O to 95% I. To prove the anti structure both the anti- and the syn-2,6-dichlorobenzaldoxime acetate were prepared, m. 80-5° and 43-6°, resp. Method D: By vapor phase reaction, 2,6-dichlorotoluene, excess ammonia, air, and N at 360° on Al2O3V2O5-catalyst gave 50% I. I strongly inhibited the germination of seeds and the growth of young plants. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Recommanded Product: 6-Chloro-2-aminobenzamide).
6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Recommanded Product: 6-Chloro-2-aminobenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics