First synthesis of 3-acetyl-2-aminothiophenes using the Gewald reaction.
نویسندگان
چکیده
Novel 3-acetyl-2-aminothiophenes were prepared from cyanoacetone and 1,4-dithianyl-2,5-diols using a modified Gewald reaction. The syntheses of the corresponding acetamides, as well as that of 3-acetyl-2-amino-5-nitrothiophene - an interesting building-block for thiophene azo dyes - are reported. Detailed spectroscopic investigations ((1)H-NMR, (13)C-NMR, MS, IR) of the obtained compounds are presented.
منابع مشابه
Thiazole formation through a modified Gewald reaction
The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or 2-substituted aminothiophenes depending on the substitution of the α-carbon to the cyano group.
متن کاملMagnesium-iron bimetal oxides as an effective magnetized solid-base catalyst for the synthesis of substituted 2-aminthiophenes
< p>Mg-Fe bi-metal oxide was prepared and utilized as a magnetized renewable solid base catalyst for formation of 2-aminothiophenes by means of Gewald’s reaction. The prepared heterogeneous basic solid catalyst can be separated by a magnet and reused without considerable wastage in this activity. The structure of the aforementioned magnetized basic nano-catalyst was studied by XRD (X-ray diffra...
متن کاملSynthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzothieno[2,3-d]pyrimidin-3(4H)-amine
The synthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzo thieno[2,3-d]pyrimidin-3(4H)-amine 3 has been developed in 3 steps through the reaction of heteroaromatic o-aminonitrile 1 with triethyl orthoformate afforded the corresponding imido ester 2 followed by cyclization with hydrazine hydrate to furnish iminothienopyrimidineamine 3 and finally the imination ...
متن کاملCatalytic Synthesis N-alkyl-3-acetyl-2-methylpyrroles using ZnO Nanostructure
A simple, green synthesis of N-alkyl-3-acetyl-2-methylpyrrole derivatives using ZnO nanoparticles from the three component reaction of aliphatic amines, acetylacetone (as a 1,3-dicarbonyl compound) and α-haloketones under solvent-free condition is described.
متن کاملCatalytic Synthesis N-alkyl-3-acetyl-2-methylpyrroles using ZnO Nanostructure
A simple, green synthesis of N-alkyl-3-acetyl-2-methylpyrrole derivatives using ZnO nanoparticles from the three component reaction of aliphatic amines, acetylacetone (as a 1,3-dicarbonyl compound) and α-haloketones under solvent-free condition is described.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Molecules
دوره 11 5 شماره
صفحات -
تاریخ انتشار 2006