(Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one

Base Information

• Chemical Name: (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one
• CAS No.: 263339-14-6
• Molecular Formula: C₂₇H₂₆N₄O₃
• Molecular Weight: 454.528

Synonyms:(Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one

Chemical Property of (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one

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Technology Process of (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one

There total 2 articles about (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one 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: 4.0%

1-acetoxy-3-(1-ethoxy-1-phenylmethylidene)-6-nitro-2-indolinone (263339-37-3) + 1-(4-aminobenzyl)piperidine (29608-05-7) → (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one (263339-14-6)

Guidance literature:

1-acetoxy-3-(1-ethoxy-1-phenylmethylidene)-6-nitro-2-indolinone; 1-(4-aminobenzyl)piperidine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 0.5h;

With hydrogen; palladium 10% on activated carbon; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h; under 2250.23 Torr;

Reference yield:

1-(4-aminobenzyl)piperidine (29608-05-7) + (E)-1-acetyl-3-(ethoxy-phenyl-methylene)-6-nitroindolin-2-one (1168152-01-9) → (Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one (263339-14-6)

Guidance literature:

1-(4-aminobenzyl)piperidine; (E)-1-acetyl-3-(ethoxy-phenyl-methylene)-6-nitroindolin-2-one; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jm900431g

Reference yield: 85.0%

(Z)-6-nitro-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)methylene]-indolin-2-one (263339-14-6) → (Z)-6-amino-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)-methylene]-indolin-2-one (328289-70-9)

Guidance literature:

With hydrogen; In methanol; dichloromethane; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1021/jm900431g

upstream raw materials:

1-acetoxy-3-(1-ethoxy-1-phenylmethylidene)-6-nitro-2-indolinone

1-(4-aminobenzyl)piperidine

(E)-1-acetyl-3-(ethoxy-phenyl-methylene)-6-nitroindolin-2-one

Downstream raw materials:

(Z)-6-amino-3-[phenyl-(4-piperidin-1-ylmethyl-phenylamino)-methylene]-indolin-2-one

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