1H-Imidazo[4,5-g]quinoline, 5,6,7,8-tetrahydro-2-(methylthio)-5-[[4-(phenylsulfonyl)phenyl]methyl]-

Base Information

• Chemical Name: 1H-Imidazo[4,5-g]quinoline, 5,6,7,8-tetrahydro-2-(methylthio)-5-[[4-(phenylsulfonyl)phenyl]methyl]-
• CAS No.: 138814-10-5
• Molecular Formula: C24H23N3O2S2
• Molecular Weight: 449.598
• Mol file: 138814-10-5.mol

Synonyms:

Chemical Property of 1H-Imidazo[4,5-g]quinoline, 5,6,7,8-tetrahydro-2-(methylthio)-5-[[4-(phenylsulfonyl)phenyl]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Imidazo[4,5-g]quinoline, 5,6,7,8-tetrahydro-2-(methylthio)-5-[[4-(phenylsulfonyl)phenyl]methyl]-

There total 9 articles about 1H-Imidazo[4,5-g]quinoline, 5,6,7,8-tetrahydro-2-(methylthio)-5-[[4-(phenylsulfonyl)phenyl]methyl]- 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: 58.0%

2-mercapto-N5-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline (138814-25-2) + methyl iodide (74-88-4) → 2-(methylthio)-N5-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline (138814-10-5)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/jm00083a007

Reference yield:

6-aminoquinoline (580-15-4) → 2-(methylthio)-N5-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline (138814-10-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 77 percent / CH₂Cl₂ / 0.17 h / 25 °C

2: 85 percent / H₂ / PtO₂ / acetic acid / 1.5 h / 1551.4 Torr

3: 98percent H₂SO₄, 70percent HNO₃ / -10 °C

4: 73 percent / diisopropylethylamine / dimethylformamide / 5 h / 70 °C

5: 75 percent / 3 N aq. HCl / 5.5 h / 60 °C

6: hydrazine / Raney nickel / methanol; tetrahydrofuran; H₂O / 1 h / Heating

7: tetrahydrofuran / 25 °C

8: 58 percent / K₂CO₃ / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; potassium carbonate; N-ethyl-N,N-diisopropylamine; hydrazine; platinum(IV) oxide; nickel; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00083a007

Reference yield:

N-(Quinolin-6-yl)acetamide (22433-76-7) → 2-(methylthio)-N5-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline (138814-10-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 85 percent / H₂ / PtO₂ / acetic acid / 1.5 h / 1551.4 Torr

2: 98percent H₂SO₄, 70percent HNO₃ / -10 °C

3: 73 percent / diisopropylethylamine / dimethylformamide / 5 h / 70 °C

4: 75 percent / 3 N aq. HCl / 5.5 h / 60 °C

5: hydrazine / Raney nickel / methanol; tetrahydrofuran; H₂O / 1 h / Heating

6: tetrahydrofuran / 25 °C

7: 58 percent / K₂CO₃ / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; potassium carbonate; N-ethyl-N,N-diisopropylamine; hydrazine; platinum(IV) oxide; nickel; In tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00083a007

upstream raw materials:

2-mercapto-N⁵-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline

methyl iodide

6-aminoquinoline

6-amino-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

2-(methylamino)-N⁵-<4-(phenylsulfonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline