7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione

Base Information

• Chemical Name: 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione
• CAS No.: 1432063-30-3
• Molecular Formula: C₁₆H₉F₃N₂O₂
• Molecular Weight: 318.255

Synonyms:

Chemical Property of 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione

There total 10 articles about 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione 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:

7-acetamido-8-acetyloxyquinoline (860233-17-6) → 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione (1432063-30-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: water / methanol / 1 h / Reflux; Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere

4.1: trichlorophosphate / chloroform / 2.25 h / Inert atmosphere

5.1: boron trichloride - methyl sulfide complex / dichloromethane / 20 °C / Inert atmosphere

6.1: potassium nitrososulfonate / acetone; aq. phosphate buffer / 1 h / 20 °C / Inert atmosphere

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.17 h / Inert atmosphere

7.2: 0.33 h / 140 °C / Inert atmosphere; Microwave irradiation

8.1: sulfuric acid / methanol / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium nitrososulfonate; boron trichloride - methyl sulfide complex; sulfuric acid; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; 1,2-dimethoxyethane; aq. phosphate buffer; dichloromethane; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 7.2: |Suzuki Coupling;

DOI:10.1021/jm301689x

Reference yield:

5-chloro-7-nitro-8-hydroxy-quinoline (18472-03-2) → 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione (1432063-30-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 5%-palladium/activated carbon; hydrogen / methanol / 2068.65 - 2585.81 Torr

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.1: water / methanol / 1 h / Reflux; Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere

6.1: trichlorophosphate / chloroform / 2.25 h / Inert atmosphere

7.1: boron trichloride - methyl sulfide complex / dichloromethane / 20 °C / Inert atmosphere

8.1: potassium nitrososulfonate / acetone; aq. phosphate buffer / 1 h / 20 °C / Inert atmosphere

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.17 h / Inert atmosphere

9.2: 0.33 h / 140 °C / Inert atmosphere; Microwave irradiation

10.1: sulfuric acid / methanol / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium nitrososulfonate; boron trichloride - methyl sulfide complex; sulfuric acid; 5%-palladium/activated carbon; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; aq. phosphate buffer; dichloromethane; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 9.2: |Suzuki Coupling;

DOI:10.1021/jm301689x

Reference yield:

N-(8-(benzyloxy)quinolin-7-yl)acetamide (1432063-13-2) → 7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione (1432063-30-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / 48 h / 20 °C / Inert atmosphere

2.1: trichlorophosphate / chloroform / 2.25 h / Inert atmosphere

3.1: boron trichloride - methyl sulfide complex / dichloromethane / 20 °C / Inert atmosphere

4.1: potassium nitrososulfonate / acetone; aq. phosphate buffer / 1 h / 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.17 h / Inert atmosphere

5.2: 0.33 h / 140 °C / Inert atmosphere; Microwave irradiation

6.1: sulfuric acid / methanol / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium nitrososulfonate; boron trichloride - methyl sulfide complex; sulfuric acid; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; 1,2-dimethoxyethane; aq. phosphate buffer; dichloromethane; chloroform; 1,2-dichloro-ethane; acetone; 5.2: |Suzuki Coupling;

DOI:10.1021/jm301689x

upstream raw materials:

5-chloro-7-nitro-8-hydroxy-quinoline

5-Chloro-8-hydroxyquinoline

7-amino-8-hydroxyquinoline

7-acetamido-8-acetyloxyquinoline

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