6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline
• CAS No.: 138814-54-7
• Molecular Formula: C₂₄H₂₃N₃O₅S
• Molecular Weight: 465.53

Synonyms:6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline

Chemical Property of 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline

There total 5 articles about 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline 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: 73.0%

1-(bromomethyl)-4-(phenylsulfonyl)benzene (7705-63-7) + 6-(acetylamino)-7-nitro-1,2,3,4-tetrahydroquinoline (138814-18-3) → 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline (138814-54-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 70 ℃; for 5h;

DOI:10.1021/jm00083a007

Reference yield:

6-aminoquinoline (580-15-4) → 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline (138814-54-7)

Guidance literature:

Multi-step reaction with 4 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

With sulfuric acid; hydrogen; nitric acid; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00083a007

Reference yield:

N-(Quinolin-6-yl)acetamide (22433-76-7) → 6-(acetylamino)-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline (138814-54-7)

Guidance literature:

Multi-step reaction with 3 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

With sulfuric acid; hydrogen; nitric acid; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00083a007

upstream raw materials:

1-(bromomethyl)-4-(phenylsulfonyl)benzene

6-(acetylamino)-7-nitro-1,2,3,4-tetrahydroquinoline

6-aminoquinoline

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

Downstream raw materials:

6-amino-7-nitro-N-<4-(phenylsulfonyl)benzyl>-1,2,3,4-tetrahydroquinoline

1-(4-Benzenesulfonyl-benzyl)-1,2,3,4-tetrahydro-quinoline-6,7-diamine

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

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

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