2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)-
• CAS No.: 159929-74-5
• Molecular Formula: C₁₉H₁₃N₅O₃S
• Molecular Weight: 391.41
• DSSTox Substance ID: DTXSID60166772
• Nikkaji Number: J611.742B
• Wikidata: Q83036030
• Mol file: 159929-74-5.mol

Synonyms:2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)-;159929-74-5;C19H13N5O3S;DTXSID60166772;C19-H13-N5-O3-S;LS-39768;3-[6-[(4-Methoxyphenyl)amino]-1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-3-yl]-2H-1-benzopyran-2-one

Chemical Property of 2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)-

Chemical Property:

• Density: 1.57g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 391.07391047
• Heavy Atom Count: 28
• Complexity: 627

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=NN3C(=NN=C3S2)C4=CC5=CC=CC=C5OC4=O

Technology Process of 2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)-

There total 4 articles about 2H-1-Benzopyran-2-one, 3-(6-((4-methoxyphenyl)amino)-1,2,4-triazolo(3,4-b)(1,3,4)thiadiazol-3-yl)- 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:

ethyl coumarin-3-carboxylate (1846-76-0) → 3-[6-(4-Methoxy-phenylamino)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl]-chromen-2-one (159929-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / NH₂NH₂*H₂O / ethanol / 6 h / Heating

2: 1.) KOH, 2.) NH₂NH₂*H₂O / 1.) ethanol, reflux, 10 h, 2.) ethanol, water, reflux, 2 h

3: 2.) DCC / 1.) ethanol, 4 h, 2.) ethanol, reflux, 6 h

With potassium hydroxide; hydrazine hydrate; dicyclohexyl-carbodiimide; In ethanol;

DOI:10.1016/0223-5234(94)90034-5

Reference yield:

salicylaldehyde (90-02-8) → 3-[6-(4-Methoxy-phenylamino)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl]-chromen-2-one (159929-74-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / piperidine / methanol / 2 h / 90 - 100 °C

2: 80 percent / NH₂NH₂*H₂O / ethanol / 6 h / Heating

3: 1.) KOH, 2.) NH₂NH₂*H₂O / 1.) ethanol, reflux, 10 h, 2.) ethanol, water, reflux, 2 h

4: 2.) DCC / 1.) ethanol, 4 h, 2.) ethanol, reflux, 6 h

With piperidine; potassium hydroxide; hydrazine hydrate; dicyclohexyl-carbodiimide; In methanol; ethanol;

DOI:10.1016/0223-5234(94)90034-5

Reference yield:

2-oxo-2H-chromene-3-carbohydrazide (1846-91-9) → 3-[6-(4-Methoxy-phenylamino)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl]-chromen-2-one (159929-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KOH, 2.) NH₂NH₂*H₂O / 1.) ethanol, reflux, 10 h, 2.) ethanol, water, reflux, 2 h

2: 2.) DCC / 1.) ethanol, 4 h, 2.) ethanol, reflux, 6 h

With potassium hydroxide; hydrazine hydrate; dicyclohexyl-carbodiimide;

DOI:10.1016/0223-5234(94)90034-5

upstream raw materials:

4-Methoxyphenyl isothiocyanate

4-amino-3-<2-oxo-2H-1-benzopyrano>-1,2,4-triazole-5-thiol

2-oxo-2H-chromene-3-carbohydrazide

ethyl coumarin-3-carboxylate