ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The rearrangements of 4′-methoxy-N-methyl- and N-methyl-4′-nitro-diatzoaminobenzene have been studied in 20% acetonitrile/aqueous buffers. The reactions are specifically acid catalyzed and involve pre-equilibrium formation of amine and diazonium salt followed by rate-limiting attack of the diazonium ion at a C-atom (C-coupling) to give the corresponding aminoazo compounds. There is no evidence to suggest that, under the present conditions, mechanisms other than the established Friswell-Green mechanism occur. The traditional two-stage synthesis of aminoazo compounds via isolated diazoamino compounds can therefore be replaced by a one stage process for amines which undergo initial attack at a N-atom by diazonium ion (N-coupling).
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19820650112
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