Multicomponent synthesis of nicotinamides and thieno[2,3-b]pyridines

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Abstract

New nicotinamide derivatives have been synthesized by reactions of enamino ketones, aryl(hetaryl)methylidenecyanothioacetamides, alkylating agents, formamide, and cycloalkanones. The structure of some of the synthesized compounds has been determined by X-ray analysis.

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About the authors

I. V. Dyachenko

Lugansk State Pedagogical University

Email: nenajdenko@gmail.com
ORCID iD: 0000-0001-7255-3446
Russian Federation, ul. Oboronnaya, 2, Lugansk, 291011

V. D. Dyachenko

Lugansk State Pedagogical University

Email: nenajdenko@gmail.com
ORCID iD: 0000-0002-0993-4091
Russian Federation, ul. Oboronnaya, 2, Lugansk, 291011

P. V. Dorovatovskii

National Research Center “Kurchatov Institute”

Email: nenajdenko@gmail.com
Russian Federation, ul. Acad. Kurchatova, 1, Moscow, 123182

V. N. Khrustalev

Peoples’ Friendship University of Russia (RUDN University); Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: nenajdenko@gmail.com
ORCID iD: 0000-0001-8806-2975
Russian Federation, ul. Miklukho-Maklaya, 6, Moscow, 117198; Leninsky prosp., 47, Moscow, 119991

V. G. Nenajdenko

Lomonosov Moscow State University

Author for correspondence.
Email: nenajdenko@gmail.com
ORCID iD: 0000-0001-9162-5169
Russian Federation, Leninskie Gory, 1/3, Moscow, 119991

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Supplementary files

Supplementary Files
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2. Scheme 1

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3. Scheme 2

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4. Fig. 1. Molecular structure of compound 5 with atoms represented by anisotropic displacement ellipsoids with 50% probability according to X-ray diffraction data. The dotted line shows the intramolecular hydrogen bond N─H⋅⋅⋅O

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5. Fig. 2. Crystal structure of compound 5 along the crystallographic axis a. The dotted lines show intra- and intermolecular hydrogen bonds.

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6. Fig. 3. Molecular structure of compound 7b with atoms represented by anisotropic displacement ellipsoids with 50% probability according to X-ray diffraction data

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7. Fig. 4. Centrosymmetric dimers in the crystal of compound 7b. The dotted line shows intermolecular hydrogen bonds.

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8. Fig. 5. Crystal structure of compound 7b along the crystallographic axis c

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9. Fig. 6. Molecular structure of compound 8 with atoms represented by anisotropic displacement ellipsoids with 50% probability according to X-ray diffraction data

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10. Fig. 7. Crystal structure of compound 8 showing a corrugated layer parallel to the (010) plane, two projections along the crystallographic axes b (a) and c (b) are shown.

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11. Fig. 8. Molecular structure of the compound 9⋅H2O with atoms represented by ellipsoids of anisotropic displacements with 40% probability according to X-ray diffraction data. The dotted line shows hydrogen bonds. The thickened dotted line shows the alternative position of the disordered propyl substituent.

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12. Fig. 9. Centrosymmetric dimers in the crystal of the compound 9⋅H2O. The dotted line shows hydrogen bonds.

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13. Fig. 10. Crystal structure of the compound 9⋅H2O, showing two-tiered layers parallel to the (100) plane, two projections along the crystallographic axes a (a) and c (b) are shown

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14. Figure from Contents

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