6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one

Base Information

• Chemical Name: 6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one
• CAS No.: 101324-39-4
• Molecular Formula: C₁₃H₁₀N₆OS
• Molecular Weight: 298.328
• DSSTox Substance ID: DTXSID40143844
• Nikkaji Number: J455.375F
• Wikidata: Q83007853
• Mol file: 101324-39-4.mol

Synonyms:BRN 5450795;6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one;101324-39-4;(1,3,4)Thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one, 6-(2-phenylethyl)-;C13H10N6OS;SCHEMBL9668440;DTXSID40143844;LS-150407;6-Phenethyl[1,3,4]thiadiazolo[3,2-a]-1,2,3-triazolo[4,5-d]pyrimidin-9(3H)-one

Chemical Property of 6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one

Chemical Property:

• Vapor Pressure: 3.84E-13mmHg at 25°C
• Boiling Point: 573.1°Cat760mmHg
• Flash Point: 300.4°C
• Density: 1.71g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 298.06368014
• Heavy Atom Count: 21
• Complexity: 501

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC2=NN3C(=O)C4=NNN=C4N=C3S2

Technology Process of 6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one

There total 6 articles about 6-(2-Phenylethyl)-(1,3,4)thiadiazolo(3,2-a)-1,2,3-triazolo(4,5-d)pyrimidin-9(1H)-one 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:

6,7-diamino-2-(2-phenylethyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one (100987-02-8) → 6-(2-phenylethyl)-<1,3,4>thiadiazolo<3,2-a>-1,2,3-triazolo<4,5-d>pyrimidin-9-(3H)-one (101324-39-4)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; for 1h; Yield given;

DOI:10.1248/cpb.40.357

Reference yield:

5-phenethyl-[1,3,4]thiadiazol-2-ylamine (39181-40-3) → 6-(2-phenylethyl)-<1,3,4>thiadiazolo<3,2-a>-1,2,3-triazolo<4,5-d>pyrimidin-9-(3H)-one (101324-39-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 72.3 percent / Dowtherm A / 1 h / 120 - 130 °C

2: 93.7 percent / conc. HNO₃ / acetic acid / 2 h / Ambient temperature

3: 1.) POCl₃, 2.) PhNEt₂ / 1.) 70 - 90 deg C, 2.) 70 - 90 deg C, 3 h

4: 90.2 percent / conc. aq. NH₄OH / dioxane / 0.25 h / 60 °C

5: tin, conc. aq. HCl / dioxane / Heating

6: conc. HCl, NaNO₂ / H₂O / 1 h

With hydrogenchloride; ammonium hydroxide; tin; diphenyl ether-biphenyl eutectic; nitric acid; N,N-diethylaniline; sodium nitrite; trichlorophosphate; In 1,4-dioxane; water; acetic acid;

DOI:10.1248/cpb.40.357

Reference yield:

7-hydroxy-2-(2-phenylethyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one (141421-52-5) → 6-(2-phenylethyl)-<1,3,4>thiadiazolo<3,2-a>-1,2,3-triazolo<4,5-d>pyrimidin-9-(3H)-one (101324-39-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 93.7 percent / conc. HNO₃ / acetic acid / 2 h / Ambient temperature

2: 1.) POCl₃, 2.) PhNEt₂ / 1.) 70 - 90 deg C, 2.) 70 - 90 deg C, 3 h

3: 90.2 percent / conc. aq. NH₄OH / dioxane / 0.25 h / 60 °C

4: tin, conc. aq. HCl / dioxane / Heating

5: conc. HCl, NaNO₂ / H₂O / 1 h

With hydrogenchloride; ammonium hydroxide; tin; nitric acid; N,N-diethylaniline; sodium nitrite; trichlorophosphate; In 1,4-dioxane; water; acetic acid;

DOI:10.1248/cpb.40.357

upstream raw materials:

6,7-diamino-2-(2-phenylethyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one

5-phenethyl-[1,3,4]thiadiazol-2-ylamine

7-hydroxy-2-(2-phenylethyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one

7-chloro-6-nitro-2-(2-phenylethyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one