Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives

Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):

Share By

Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives Publisher

Mahdavi M¹ ; Bialam M² ; Saeedi M³ ; Jafarpour F² ; Foroumadi A¹ ; Shafiee A¹

Source: Synlett Published:2015

Abstract

Substituted o-Amino-N-(prop-2-yn-1-yl) aromatic amides easily reacted with carbon disulfide (CS2) in the presence of potassium hydroxide (KOH) in EtOH under reflux conditions. Cyclization reaction followed by a favored 5-exo-dig ring closure afforded 2-methylene-thiazolo[2,3-b]quinazolinone derivatives in good yields. © Georg Thieme Verlag Stuttgart New York.

Related Docs

View other Related Docs

1. Efficient Synthesis of Novel Thiazol-2-Ylidene-Amides Using Carbonylthiourea Building Blocks, Journal of Heterocyclic Chemistry (2015)

2. Synthesis of Novel Phthalazino[1,2-B]Quinazolinedione Derivatives: Efficient and Practical Reaction of 2-Amino-N′-Arylbenzohydrazides and 2-Formylbenzoic Acids, Helvetica Chimica Acta (2016)

3. Synthesis and Evaluation of Novel Quinazolinone-1,2,3-Triazoles As Inhibitors of Lipoxygenase, Journal of Chemical Research (2016)

Experts (# of related papers)

View all Related Experts

Mohammad Mahdavi (18)

Alireza Foroumadi (7)

Other Related Docs

4. Copper-Catalyzed Synthesis of 2,3-Disubstituted Quinazolin-4(3H)-Ones From Benzyl-Substituted Anthranilamides, Heterocyclic Communications (2018)

5. Sulfamic Acid-Functionalized Hydroxyapatite-Encapsulated Γ-Fe2o3 Nanoparticles As a Magnetically Recoverable Catalyst for Synthesis of N-Fused Imidazole-Quinoline Conjugates Under Solvent-Free Conditions, RSC Advances (2015)

6. Unconventional Approaches for Synthesis of 2-Substituted Benzothiazoles, Organic and Biomolecular Chemistry (2025)

7. Synthesis of Quinazolin-4(3H)-Ones Via the Reaction of Isatoic Anhydride With Benzyl Azides in the Presence of Potassium Tert-Butoxide in Dmso, Chemistry of Heterocyclic Compounds (2019)

8. Green Synthesis of 2-((2-Aryl-3-Oxoisoindolin-1-Yl)Methyl)Quinazolin-4(3H)-Ones Via Sequential Condensation, Sp3 C–H Bond Functionalization and Cyclization, Tetrahedron Letters (2018)

9. Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons, Tetrahedron Letters (2021)

10. Recent Progress in Transformations of Azepine/Oxazepine/Thiazepine Derivatives, ChemistrySelect (2024)

11. Synthesis and Cytotoxicity of Novel Thioxo-Quinazolino[3,4-A]Quinazolinones, Turkish Journal of Chemistry (2017)

12. Utilizing Amines and Carbon Disulfide to Obtain Nitrogen-And Sulfur-Containing Compounds Under Green Conditions: A Review, Current Organic Chemistry (2018)

13. Cubr/Et3n-Promoted Reactions of 2-Aminobenzamides and Isothiocyanates: Efficient Synthesis of Novel Quinazolin-4(3H)-Ones, Helvetica Chimica Acta (2016)

14. Synthesis of Novel 6-Mercapto-12-Phenethyl-Quinazolino[3,4-A]Quinazolinones, Journal of Heterocyclic Chemistry (2016)

15. Combined Isocyanide-Based Multi-Component Ullmann-Type Reaction: An Efficient Access to Novel Nitrogen-Containing Pentacyclic Compounds, Molecular Diversity (2015)

16. Synthesis of Novel Isoindolo[2,1-A]Quinazolinedione Derivatives Containing a 1,2,3-Triazole Ring System, Helvetica Chimica Acta (2016)

17. Synthesis of Novel Fused Quinazolinone Derivatives, Molecular Diversity (2016)

18. Amine-Carbon Disulfide Promoted Synthesis of Novel Benzo[E][1,3]Thiazepin-5(1H)-One Derivatives, Journal of Heterocyclic Chemistry (2020)

19. Copper-Catalyzed Efficient Synthesis of 5-Arylindazolo[3,2-B]Quinazolin-7(5H)-Ones From 2-Nitrobenzaldehydes, Tetrahedron (2018)

20. Synthesis of Novel 7-Methylene-6,7-Dihyrobenzo[F]Benzo[4,5]Imidazo[1,2-D][1,4]Oxazepines Via Base-Mediated Regioselective Intramolecular Hydroamination, Journal of Heterocyclic Chemistry (2017)

Style	Citing Format
MLA	Mahdavi M, et al.. "Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives." Synlett, vol. 26, no. 2, 2015, pp. 173-176.
APA	Mahdavi M, Bialam M, Saeedi M, Jafarpour F, Foroumadi A, Shafiee A (2015). Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives. Synlett, 26(2), 173-176.
Chicago	Mahdavi M, Bialam M, Saeedi M, Jafarpour F, Foroumadi A, Shafiee A. "Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives." Synlett 26, no. 2 (2015): 173-176.
Harvard	Mahdavi M et al. (2015) 'Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives', Synlett, 26(2), pp. 173-176.
Vancouver	Mahdavi M, Bialam M, Saeedi M, Jafarpour F, Foroumadi A, Shafiee A. Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives. Synlett. 2015;26(2):173-176.
BibTex	@article{ author = {Mahdavi M and Bialam M and Saeedi M and Jafarpour F and Foroumadi A and Shafiee A}, title = {Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives}, journal = {Synlett}, volume = {26}, number = {2}, pages = {173-176}, year = {2015} }
RIS	TY - JOUR AU - Mahdavi M AU - Bialam M AU - Saeedi M AU - Jafarpour F AU - Foroumadi A AU - Shafiee A TI - Efficient Synthesis of 2-Methylenethiazolo[2,3- B ]Quinazolinone Derivatives JO - Synlett VL - 26 IS - 2 SP - 173 EP - 176 PY - 2015 ER -