TỔNG HỢP VÀ CẤU TRÚC CỦA MỘT SỐ CHALCONE CHỨA NHÓM ACETAMIDE

Bùi Thị Thùy Linh, Nguyễn Tiến Công, Huỳnh Thị Xuân Trang

Tóm tắt


 

 

Hai chalcone là (E)-3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one (3a) và (E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one (3b) đã được tổng hợp tương ứng từ phản ứng của acetophenone với 2-hydroxybenzaldehyde hoặc 4-hydroxybenzaldehyde. Phản ứng Williamson giữa (3a) hoặc (3b) với các N-aryl-2-chloroacetamide khác nhau đã tạo thành 8 hợp chất (E)-N-(4-aryl)-2-(2/4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide; 7 trong số đó là chất mới: (E)-N-(4-bromophenyl)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5a), (E)-N-(4-chlorophenyl)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5b), (E)-N-(4-methoxyphenyl)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5c), (E)-2-(2-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)-N-(p-tolyl)acetamide (5d), (E)-N-(4-bromophenyl)-2-(4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5e), (E)-N-(4-chlorophenyl)-2-(4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5f), (E)-N-(4-methoxyphenyl)-2-(4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)acetamide (5g), (E)-2-(4-(3-oxo-3-phenylprop-1-en-1-yl)phenoxy)-N-(p-tolyl)acetamide (5h). Cấu trúc của các hợp chất đã được xác nhận qua các phổ IR, 1H-NMR, 13C-NMR và phổ HR-MS.

 


Từ khóa


acetamide; acetophenone; chalcone; 2-hydroxybenzaldehyde; 4-hydroxybenzaldehyde

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DOI: https://doi.org/10.54607/hcmue.js.17.9.2789(2020)

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