2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene

Base Information

• Chemical Name: 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene
• CAS No.: 1282524-08-6
• Molecular Formula: C₂₃H₁₉F₂N₅O₃S₂
• Molecular Weight: 515.564
• Mol file: 1282524-08-6.mol

Synonyms:2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene

Chemical Property of 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene

There total 10 articles about 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene 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: 24.0%

thiomorpholine 1,1-dioxide (39093-93-1) + 9-Chloro-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene (1189812-87-0) → 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene (1282524-08-6)

Guidance literature:

2,8,9-tributyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; palladium diacetate; In 1,4-dioxane; at 120 ℃; for 1h; Microwave irradiation; Inert atmosphere;

Reference yield:

6-chloro-2-iodopyridine-3-ol (188057-26-3) → 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene (1282524-08-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C

2.1: potassium carbonate; tetraethylammonium chloride / triphenylphosphine; palladium diacetate / acetonitrile / 3 h / 80 °C / Inert atmosphere

3.1: N-Bromosuccinimide; acetic acid / dichloromethane / 0 - 5 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: -78 °C

5.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C

6.1: toluene / 2 h / 90 °C

6.2: 2 h / 90 °C

7.1: palladium diacetate; 2,8,9-tributyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane / 1,4-dioxane / 1 h / 120 °C / Microwave irradiation; Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; di-isopropyl azodicarboxylate; tetraethylammonium chloride; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; 2,8,9-tributyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; palladium diacetate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

2-bromo-9-chloro-4,5-dihydro-6-oxa-1-thia-10-azabenzo[e]azulene (1189817-65-9) → 2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-9-(1,1-dioxo-S-thiomorpholin-4-yl)-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene (1282524-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: -78 °C

2.1: N-ethyl-N,N-diisopropylamine; ammonium chloride; HATU / N,N-dimethyl-formamide / 20 °C

3.1: toluene / 2 h / 90 °C

3.2: 2 h / 90 °C

4.1: palladium diacetate; 2,8,9-tributyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane / 1,4-dioxane / 1 h / 120 °C / Microwave irradiation; Inert atmosphere

With n-butyllithium; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; 2,8,9-tributyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; hexane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

thiophen-3-yl-acetic acid

6-chloro-2-iodopyridine-3-ol

thiomorpholine 1,1-dioxide

9-Chloro-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene

Refernces