1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine

Base Information

• Chemical Name: 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine
• CAS No.: 910378-60-8
• Molecular Formula: C₂₅H₃₃N₃O₄
• Molecular Weight: 439.555

Synonyms:1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine

Chemical Property of 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine

Chemical Property:

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Technology Process of 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine

There total 2 articles about 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine 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%

5-(bromomethyl)-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-6-yl methyl ether (784143-53-9) + 1-(4-Nitrophenyl)piperazine (6269-89-2) → 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine (910378-60-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/j.bmc.2006.05.065

Reference yield:

para-nitrophenyl bromide (586-78-7) → 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine (910378-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / K₂CO₃; tetra-n-butylammonium iodide / dimethylformamide / 80 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.05.065

Reference yield: 96.0%

1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-(4-nitrophenyl)piperazine (910378-60-8) → 4-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]aniline (910378-65-3)

Guidance literature:

With sodium tetrahydroborate; copper(l) chloride; In ethanol; for 2h; Heating;

DOI:10.1016/j.bmc.2006.05.065

upstream raw materials:

5-(bromomethyl)-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-6-yl methyl ether

1-(4-Nitrophenyl)piperazine

para-nitrophenyl bromide

Downstream raw materials:

4-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]aniline

N-[4-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]phenyl]methanesulfonamide

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