CHLOROSULFONATION OF DIARYL AZINES

Richard J. Cremlyn, F. J. SWINBOURNE, Stephen Graham, José A. S. Cavaleiro, Fernando J. Domingues, Maribel Dias

Phosphorus, sulfur, and silicon and the related elements · 1991 · 14 citations · 6 references

Concepts

Abstract

Abstract Benzaldehyde- and o-, m-, p-anisaldehyde azines; thiophene-2-carboxaldehyde, and biphenyl-4-carboxaldehyde azines (1-8) reacted with excess chlorosulfonic acid to give the disulphonyl chlorides (1a-8a). These were condensed with amines and hydrazine to give 27 derivatives, (Table 1) for biocidal evaluation. The orientation of sulfonation is discussed in relation to the stereoelectronic factors and the spectral data. Attempted chlorosulfonation of furan-2-carboxaldehyde azine (9) gave an impure product which could not be clearly characterized as the morpholidate derivative.

References

6