Synlett 2024; 35(14): 1703-1706
DOI: 10.1055/a-2236-9522
letter

Condensation of Amines with S-Methyl Thiouronium Salts: Another Entry for the Synthesis of Amidines

a   Department of Studies in Organic Chemistry, University of Mysore, Manasagangotri, Mysuru – 570 006, Karnataka, India
b   Department of Chemistry, Faculty of Arts and Sciences, Yildiz Technical University, Istanbul-34210, Turkey
,
Rahym Bakyyev
b   Department of Chemistry, Faculty of Arts and Sciences, Yildiz Technical University, Istanbul-34210, Turkey
,
Kanchugarakoppal S. Rangappa
c   Vijnana Bhavana, University of Mysore, Manasagangotri, Mysuru – 570 006, Karnataka, India
,
Lokman Torun
b   Department of Chemistry, Faculty of Arts and Sciences, Yildiz Technical University, Istanbul-34210, Turkey
› Author Affiliations
We thank the Yıldız Technical University for partial funding of the project (Grant No. FCD-2021-3892).


Dedicated to Professor H. Ila on the occasion of her 79th birthday

Abstract

We present a condensation of primary aryl or alkyl amines with S-methyl thiouronium salts to obtain N,N,N′-trisubstituted amidines. High yields, short reaction times, and a fair substrate scope are the noteworthy features of this protocol. Surprisingly, the reaction of a thiouronium salt with 4-aminopyridine gave 1-(4-methoxybenzoyl)piperidine.

Supporting Information



Publication History

Received: 09 September 2023

Accepted after revision: 02 January 2024

Accepted Manuscript online:
02 January 2024

Article published online:
24 January 2024

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