Searching for a "sustainable" syntetic route (2 - 3 steps) for 2,3-dibromo-6,7-dicyanonaphtalene. Reactants should be commercially available (low priced?), best non- or less toxic and/or easy to handle.
Dear Ralph,
there are some articles dealing with the synthesis of the compound mentioned:
Dubinina, Inorganica Chimica Acta (2010), 363, (8), 1869-1878 and
Dini, J. Phys. Chem. B (2006),110,12230-12239, respectively. Maybe this could help you a bit.
Otherwise, this compound is also commercial available via ABCR (www.abcr.de).
Regards,
Simon.
Dear Simon,
thank you for your reply: purchasing with that price is not profitable (1g = 420€ ABCR; 270€ TCI). And I have no UV-lamp (not yet) for the synthesis of 1,2-Dibromo-4,5-bis(dibromomethyl)benzene from 1,2-Dibromo-4,5-dimethylbenzene (5g = 170€ is better, but still not satisfactory), the availability of fumaronitril is also somehow "strange", CCl4 is not "sustainable" but acceptable.
Thank you very much, it helps me a lot!
regards ralph
Dear Ralph,
take trans-2,3-Dibromo-2-butene-1,4-diol (commercially available, 100g, 45 euros) and bromine both the diols with an usual procedure.
use the1,4 dibromo- trans-2,3-Dibromo-2-butene with FeBr3 (or similar friedel-crafts agent) to di-alkyl 3,4 dicyanobenzene (500g, 63 euro). The dialkylation should go in the preferred position.
Then Pd/C for dehydrogenation
The cost of reagent may justify also a low yield
Let me know what do you think
- Badges
- Science method
- Similar topics
- Chemistry, Organic
- Synthesis