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. 2016 Dec 29;22(1):46.
doi: 10.3390/molecules22010046.

Synthesis and Single Crystal Structures of Substituted-1,3-Selenazol-2-amines

Guoxiong Hua  1 , Junyi Du  2 , Alexandra M Z Slawin  3 , J Derek Woollins  4
Affiliations

Synthesis and Single Crystal Structures of Substituted-1,3-Selenazol-2-amines

Guoxiong Hua et al. Molecules. .

Abstract

The synthesis and X-ray single crystal structures of a series of new 4-substituted-1,3-selenazol-2-amines is reported. The efficient preparation of these compounds was carried out by two-component cyclization of the selenoureas with equimolar amounts of α-haloketones. The selenoureas were obtained from the reaction of Woollins' reagent with cyanamides, followed by hydrolysis with water. All new compounds have been characterized by IR spectroscopy, multi-NMR (¹H, 13C, 77Se) spectroscopy, accurate mass measurement and single crystal X-ray structure analysis.

Keywords: Woollins’ reagent; cyanamides; haloketones; selenazol-2-amines; selenoureas.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Synthesis of 4-substituted-1,3-selenazol-2-amines 5–15 (X, R and Ar groups defined in Table 1).
Scheme 2
Scheme 2
Synthesis of 4-phenyl-1,3-selenazol-5-yl)(phenyl)methanone 16.
Figure 1
Figure 1
Single crystal X-ray structures of compound 5, 7, 8, 9, 12, 14 and 16.
Figure 1
Figure 1
Single crystal X-ray structures of compound 5, 7, 8, 9, 12, 14 and 16.
Figure 2
Figure 2
The packing framework shows the intermolecular C-H∙∙∙Se, C-H∙∙∙N and C-H∙∙∙O close contacts in 9.
Figure 3
Figure 3
The packing framework shows the intermolecular C-H∙∙∙Se, C-H∙∙∙N and C-H∙∙∙Br close contacts in 12.
See this image and copyright information in PMC

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