The use of umbelliferone in the synthesis of new heterocyclic compounds

New coumarin derivatives, namely 7-[(5-amino-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one, 5-[(2-oxo-2H-chromen-7-yloxy)methyl]-1,3,4-thiadiazol-2(3H)-one, 2-[2-(2-oxo-2H-chromen-7-yloxy)acetyl]-N-phenylhydrazinecarbothioamide, 7-[(5-(phenylamino)-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one a...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2011-08, Vol.16 (8), p.6833-6843
Main Authors: Al-Amiery, Ahmed A, Musa, Ahmed Y, Kadhum, Abdul Amir H, Mohamad, Abu Bakar
Format: Article
Language:English
Subjects:
1,3,4-thiadiazole
Acetates - chemistry
Biological Products - analysis
Biological Products - chemical synthesis
Caustic soda
Chemistry, Pharmaceutical - methods
coumarin
ethyl bromoacetate
Hydrocarbons, Brominated - chemistry
Magnetic Resonance Spectroscopy
Models, Molecular
phosphorous oxychloride
Semicarbazides - chemistry
Thermodynamics
Thiadiazoles - chemistry
thiosemicarbazide
umbelliferone
Umbelliferones - analysis
Umbelliferones - chemical synthesis
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Summary:New coumarin derivatives, namely 7-[(5-amino-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one, 5-[(2-oxo-2H-chromen-7-yloxy)methyl]-1,3,4-thiadiazol-2(3H)-one, 2-[2-(2-oxo-2H-chromen-7-yloxy)acetyl]-N-phenylhydrazinecarbothioamide, 7-[(5-(phenylamino)-1,3,4-thiadiazol-2-yl)methoxy]-2H-chromen-2-one and 7-[(5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)methoxy]-2H-chromen-2-one were prepared starting from the natural compound umbelliferone. The newly synthesized compounds were characterized by elemental analysis and spectral studies (IR, ¹H-NMR and ¹³C-NMR).
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules16086833