A Solution‐Phase Parallel Synthesis of 5‐Substituted 3,6‐Dihydro‐7<i>H</i>‐1,2,3‐triazolo[4,5‐<i>d</i>]pyrimidin‐7‐ones

Sun, Shi‐Gang; Chen, Li; Yang, Xu-Hong

doi:10.1002/cjoc.201190201

Cited by 5 publications

(3 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A convenient method for the synthesis of 7-aminotriazolo [4,5-b]pyridine-6-carboxylates 31 is based on the reaction of aminonitriles 29 with acetoacetic ester (30) in the presence of a Lewis acid (Scheme 7) [17].…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…The reaction of triazolylcarbodiimides 66 with hydrazine hydrate in alcohol at room temperature also led to 5-arylamino-6-aminotriazolo[4,5d]pyrimidin-7-ones 70 (Scheme 19) [29]. To expand the boundaries of the reaction and synthesize various 5-substituted triazolo[4,5-d]pyrimidin-7-ones 72, N,N-dialkylamines, secondary amines and phenols 71 were used as nucleophilic reagents for the formation of a pyrimidine ring based on carbodiimides 66 (Scheme 20) [28,30].…”

Section: The Synthesis Of Triazolo[45-d]pyrimidines 21 Reactions Invo...mentioning

confidence: 99%

See 1 more Smart Citation

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

СИРОТА

Kemskiy

Saliyeva

et al. 2022

J. Org. Pharm. Chem.

View full text Add to dashboard Cite

Aim. To analyze and summarize the synthetic potential of 1,2,3-triazole-4(5)-amines as efficient building blocks in the synthesis of triazolo-annulated pyridine, azine and azepine systems.Results and discussion. Original literature sources revealing the synthetic potential of 4(5)-amino functionalized 1,2,3-triazoles as convenient and available building blocks for the preparation of triazolo-annulated pyridines, azines and azepines were analyzed and systematized. Condensation of 1,2,3-triazole-4(5)-amines with methylene active compounds was shown to be a powerful tool for the synthesis of versatile triazolo[4,5-b]pyridines. In turn, the cyclocondensation based on 5-amino-1,2,3-triazole-4-carboxylic acids and their structurally modified derivatives was proven to be a general way for obtaining a number of triazolo[4,5-d]pyrimidine systems. Few representatives of triazolo-annulated pyridazines, 1,3-oxazines and 1,3-thiazines were synthesized by the intramolecular cyclization of the corresponding 4-aryl(carboxy-, aminomethyl)-5-amino-1,2,3-triazoles. The cyclocondensation involving 4,5-diamino-, 4-carbofunctionalized 5-amino-1,2,3-triazoles and 4-amino-5-thiocarboxamido-1,2,3-triazoles was successful for the construction of di-, oxa- and thiazepino-annulated triazoles.Conclusions. The analysis, systematization and summary of the literature regarding the synthetic potential of 1,2,3-triazole-4(5)-amines conclusively demonstrate that these structures are easily available and convenient molecular blocks for the construction of triazolo-annulated pyridine, azine and azepine systems that are important for synthetic and biomedical research.

show abstract

Section: ■ Results and Discussionmentioning

confidence: 99%

Section: The Synthesis Of Triazolo[45-d]pyrimidines 21 Reactions Invo...mentioning

confidence: 99%

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

СИРОТА

Kemskiy

Saliyeva

et al. 2022

J. Org. Pharm. Chem.

View full text Add to dashboard Cite

show abstract

“…In addition, it can be observed that the small particles are distributed among the larger ones, that effectively uses the continuous phase (aqueous phase), which is beneficial to reduce the viscosity of the emulsion. 45…”

Section: Morphology Of Swpu-t X Dispersionsmentioning

confidence: 99%

Synthesis of self‐healing supramolecular waterborne polyurethane with quadruple hydrogen bonds via ureidotriazine

Líu

Dong-cheng

2021

J of Applied Polymer Sci

View full text Add to dashboard Cite

A supramolecular waterborne polyurethane (SWPU) with excellent mechanical and self‐healing properties simultaneously is reported in this work. Herein, the SWPU were synthesized by using 2,4‐diamino‐6‐undecyl‐1,3,5‐triazine react with isophorone diisocyanate to introduce ureidotriazine (UTr) structures into the main chain of polyurethane that can self‐assemble to form quadruple hydrogen bonds systems. A higher dimerization constant obtained through introducing two intramolecular hexatomic ring hydrogen bonds into the UTr structure, and the hydrophobicity, plasticity brought by the undecyl group on the triazine ring are beneficial to make a great balance between the binding strength for mechanical performance and the chain reversibility, mobility for self‐healing. Owing to the accuracy design, the SWPU exhibits high tensile stress (33.85 MPa) and excellent self‐healing ability (90.52%), which shows an enormous application potential in the field of functional coatings and adhesives.

show abstract

ChemInform Abstract: A Solution‐Phase Parallel Synthesis of 5‐Substituted 3,6‐Dihydro‐7H‐1,2,3‐triazolo[4,5‐d]pyrimidin‐7‐ones.

2011

View full text Add to dashboard Cite

A Solution‐Phase Parallel Synthesis of 5‐Substituted 3,6‐Dihydro‐7H‐1,2,3‐triazolo[4,5‐d]pyrimidin‐7‐ones

Cited by 5 publications

References 12 publications

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

1,2,3-Triazole-4(5)-amines – Convenient Synthetic Blocks for the Construction of Triazolo-Annulated Heterocycles

Synthesis of self‐healing supramolecular waterborne polyurethane with quadruple hydrogen bonds via ureidotriazine

ChemInform Abstract: A Solution‐Phase Parallel Synthesis of 5‐Substituted 3,6‐Dihydro‐7H‐1,2,3‐triazolo[4,5‐d]pyrimidin‐7‐ones.

Contact Info

Product

Resources

About