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Poly(N,N'-dichloro-N-ethylbenzene-1,3-disulfonamide) and N,N,N',N'-Tetrachlorobenzene-1,3-disulfonamide as Novel Reagents for the Synthesis of N-Chloroamines, Nitriles and Aldehydes

Ramin Ghorbani-Vaghei*, Hojat Veisi

*Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, 65174 Hamadan, Iran, Email:

R. Ghorbani-Vaghei, H. Veisi, Synthesis, 2009, 945-950.

DOI: 10.1055/s-0028-1087967

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The reagents poly(N,N'-dichloro-N-ethylbenzene-1,3-disulfonamide) (PCBS) and N,N,N',N'-tetrachlorobenzene-1,3-disulfonamide (TCBDA) allow the preparation of N,N-dichloroamines, nitriles, and aldehydes from primary amines. A direct oxidative conversion of primary alcohols into nitriles was successfully carried out in aqueous ammonia.

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preparation of TCBDA

proposed reaction pathway

Key Words

N,N,N',N'-Tetrachlorobenzene-1,3-disulfonamide, N-chlorination, nitriles

ID: J66-Y2009-0960