2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde

Base Information

• Chemical Name: 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde
• CAS No.: 1433990-53-4
• Molecular Formula: C₁₇H₁₃BrN₂O₂S
• Molecular Weight: 389.272

Synonyms:2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde

Chemical Property of 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde

Chemical Property:

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Technology Process of 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde

There total 4 articles about 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.0^2,7]trideca-1⁽⁹⁾,2⁽⁷⁾,3-trien-5-yl}benzaldehyde 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: 60.0%

8-thia-4,5-diazatricyclo[7.4.0.02,7]-trideca-(9),2(7),3-trien-6-one (1346677-01-7) + 2,6-dibromobenzaldehyde (67713-23-9) → 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3-trien-5-yl}benzaldehyde (1433990-53-4)

Guidance literature:

With sarcosine; copper(I) bromide; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

Reference yield:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid (40133-07-1) → 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3-trien-5-yl}benzaldehyde (1433990-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: thionyl chloride / dichloromethane / 3 h / Reflux

1.2: 16 h / 10 - 25 °C

2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 °C

3.1: sulfuric acid / water / 24 h / 105 °C

4.1: copper(I) bromide; sarcosine / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; sarcosine; sulfuric acid; copper(I) bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

Reference yield:

N-(tert-butyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide (849054-12-2) → 2-bromo-6-{6-oxo-8-thia-4,5-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3-trien-5-yl}benzaldehyde (1433990-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: -78 °C

2.1: sulfuric acid / water / 24 h / 105 °C

3.1: copper(I) bromide; sarcosine / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With n-butyllithium; sarcosine; sulfuric acid; copper(I) bromide; In tetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid

N-(tert-butyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide

N-(tert-butyl)-3-(diazenylmethyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide

8-thia-4,5-diazatricyclo[7.4.0.0^2,7]-trideca-⁽⁹⁾,2⁽⁷⁾,3-trien-6-one

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