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Synlett 2002(10): 1621-1624
DOI: 10.1055/s-2002-34230
LETTER
© Georg Thieme Verlag Stuttgart · New York

Silica Sulfuric Acid/NaNO2 as a Novel Heterogeneous System for the Chemoselective N-Nitrosation of Secondary Amines under Mild Conditions

Mohammad Ali Zolfigol*a, Abdolhamid Bamonirib
a Chemistry Department, College of Science, Bu-Ali Sina University, Hamadan, 65174, Iran
e-Mail: Zolfi@basu.ac.ir;
b Chemistry Department, College of Science, Kashan University, Kashan, 51167, Iran
Further Information

Publication History

Received 29 July 2002
Publication Date:
23 September 2002 (online)

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Abstract

Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via a covalent bond. A combination of silica sulfuric acid and sodium nitrite in the presence of wet SiO2 was used as an effective nitrosating agent for the nitrosation of secondary amines to their corresponding nitroso derivatives under mild and hetero­geneous conditions in excellent yields.

Key words

silica sulfuric acid - nitrosation - secondary amines - N-nitrosoamines

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