ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate

Base Information

• Chemical Name: ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate
• CAS No.: 1243248-34-1
• Molecular Formula: C₁₈H₂₀N₄O₅
• Molecular Weight: 372.381

Synonyms:ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate

Chemical Property of ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate

Chemical Property:

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Technology Process of ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate

There total 2 articles about ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate 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%

ethyl 2-(2-(dimethylamino)phenoxy)acetate (1243248-33-0) + 4-nitro-aniline (100-01-6,104810-17-5) → ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate (1243248-34-1)

Guidance literature:

4-nitro-aniline; With sulfuric acid; sodium nitrite; In water; at 0 - 5 ℃;

ethyl 2-(2-(dimethylamino)phenoxy)acetate; In ethanol; at 0 - 20 ℃; for 1.5h;

DOI:10.1002/asia.201000058

Reference yield:

2-hydroxy-N,N-dimethylaniline (3743-22-4) → ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate (1243248-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / acetonitrile / Reflux

2.1: sulfuric acid; sodium nitrite / water / 0 - 5 °C

2.2: 1.5 h / 0 - 20 °C

With sulfuric acid; caesium carbonate; sodium nitrite; In water; acetonitrile;

DOI:10.1002/asia.201000058

Reference yield: 95.0%

ethyl 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]acetate (1243248-34-1) → 2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]ethanol (1243248-24-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/asia.201000058

upstream raw materials:

ethyl 2-(2-(dimethylamino)phenoxy)acetate

4-nitro-aniline

2-hydroxy-N,N-dimethylaniline

Downstream raw materials:

2-[(E)-5-(2-(4-nitrophenyl)diazenyl)-2-(dimethylamino)phenoxy]ethanol

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