7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine

Base Information

• Chemical Name: 7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine
• CAS No.: 4314-19-6
• Molecular Formula: C13H8N6S
• Molecular Weight: 280.313
• Hs Code.: 2933990090
• European Community (EC) Number: 255-072-8
• NSC Number: 509227
• UNII: A5R2YSM6PF
• DSSTox Substance ID: DTXSID8068252,DTXSID60962918
• Nikkaji Number: J294.754D,J902.171J
• Wikidata: Q82944709
• Mol file: 4314-19-6.mol

Synonyms:40775-78-8;7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine;5-Methyl-2-(methylthio)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol;89853-03-2;5-Methyl-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidin-7-ol;A5R2YSM6PF;5-Methyl-2-(methylthio)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one;5-methyl-2-methylsulfanyl-1H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one;5-Methyl-2-(methylthio)-[1,2,4]triazolo[1,5-a]pyrimidin-7(1H)-one;NSC 509227;NSC-509227;4-Hydroxy-6-methyl-2-methylmercapto-1,3,3a,7-tetraazaindene;5-Methyl-2-(methylthio)-1,2,4-triazolo(1,5-a)pyrimidin-7-ol;(1,2,4)Triazolo(1,5-a)pyrimidin-7-ol, 5-methyl-2-(methylthio)-;[1,2,4]Triazolo[1,5-a]pyrimidin-7-ol, 5-methyl-2-(methylthio)-;7-Hydroxy-5-methyl-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidin;7-Hydroxy-5-methyl-2-methylthio-s-triazolo(1,5-a)pyrimidine;5-Methyl-2-(methylthio)[1,2,4]-triazolo[1,5-a]pyrimidin-7-ol;5-Methyl-2-(methylthio)(1,2,4)triazolo(1,5-a)pyrimidin-7(1H)-one;5-methyl-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one;(1,2,4)Triazolo(1,5-a)pyrimidin-7(1H)-one, 5-methyl-2-(methylthio)-;[1,2,4]Triazolo[1,5-a]pyrimidin-7(4H)-one, 5-methyl-2-(methylthio)-;EINECS 255-072-8;NSC509227;Maybridge3_000395;UNII-A5R2YSM6PF;SCHEMBL2315537;DTXSID8068252;SCHEMBL16691060;DTXSID60962918;HMS1432B21;5-methyl-2-(methylsulfanyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-ol;7-Hydroxy-5-methyl-2-methylthio-[1,2,4]triazolo[1,5-a]pyrimidine;7-methyl-2-methylthio-4-hydro-1,2,4-triazolo[1,5-a]pyrimidin-5-ol;CCG-46340;MFCD00186154;STK263636;STK368720;5-methyl-2-(methylsulfanyl)-4H,7H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one;5-methyl-2-(methylsulfanyl)[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one;AKOS000676575;AKOS002315362;AKOS002561006;SDCCGMLS-0065884.P001;IDI1_011782;AM803863;BS-41670;CS-0038493;CS-0084415;FT-0621426;H0940;A873230;SR-01000521511;J-517744;SR-01000521511-1;SR-01000636043-1;6-Methyl, 2-methylmercapto-4-oxo-1,3,3a,7-tetrazaindene;5-Methyl-2-methylthio-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol;[1,4]Triazolo[1,5-a]pyrimidin-7-ol, 5-methyl-2-(methylthio)-;5-Methyl-2-methylsulfanyl-[1,2,4]triazolo[1,5-a] pyrimidin-7-ol;7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-alpha]pyrimidine;5-Methyl-2-(methylsulfanyl)[1,2,4]triazolo[1,5-a]pyrimidin-7(1H)-one;74586-17-7;InChI=1/C7H8N4OS/c1-4-3-5(12)11-6(8-4)9-7(10-11)13-2/h3H,1-2H3,(H,8,9,10

Chemical Property of 7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine

Chemical Property:

• Vapor Pressure: 1.75E-10mmHg at 25°C
• Melting Point: 170-174 °C(lit.)
• Refractive Index: 1.859
• Boiling Point: 509.1 °C at 760 mmHg
• Flash Point: 261.7 °C
• PSA: 93.51000
• Density: 1.58 g/cm³
• LogP: 1.85730
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.04188206
• Heavy Atom Count: 13
• Complexity: 358

Purity/Quality:

99% ^*data from raw suppliers

Bis(1-benzotriazolyl)methanethione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)N2C(=N1)N=C(N2)SC
• Uses: New Benzotriazole ReagentsReactant used as a thioacylating agentReactant involved in:Multicomponent heterocyclization reactionsSynthesis of substituted thiosemicarbazides and N-hydroxythioureasGuanylation of amines

Technology Process of 7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine

There total 3 articles about 7-Hydroxy-5-methyl-2-methylthio-s-triazolo[1,5-a]pyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

thiophosgene (463-71-8) + 1-(trimethylsilyl)-1H-benzotriazole (43183-36-4) → bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione (4314-19-6)

Guidance literature:

In toluene; Inert atmosphere;

DOI:10.1002/anie.201502026

Reference yield: 88.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + thiophosgene (463-71-8) → bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione (4314-19-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201709050

Reference yield:

→ bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione (4314-19-6)

Guidance literature:

1-Trimethylsilylimidazol (1-Trimethylsilyl-benzotriazol), Thiophosgen;

DOI:10.1021/jo00396a035

upstream raw materials:

thiophosgene

1-(trimethylsilyl)-1H-benzotriazole

1,2,3-Benzotriazole

Downstream raw materials:

(cyclohexylamino)morpholin-4-ylmethane-1-thione

morpholine-4-carbothioic acid 4-methoxyphenylamide

benzotriazole-1-carbothioic acid [(furan-2-yl)methyl]amide

N-(2-phenethyl)-1H-benzotriazole-1-carbothioamide

Refernces

• 1、 Rajabi, Nima,Auth, Marina,Troelsen, Kathrin R.,Pannek, Martin,Bhatt, Dhaval P.,Fontenas, Martin,Hirschey, Matthew D.,Steegborn, Clemens,Madsen, Andreas S.,Olsen, Christian A.. "Mechanism-Based Inhibitors of the Human Sirtuin 5 Deacylase: Structure–Activity Relationship, Biostructural, and Kinetic Insight". supporting information. p. 14836 - 14841. Retrieved 2017/11/10.