4-(1-methylpiperidin-4-yl)-2-nitroaniline

Base Information

• Chemical Name: 4-(1-methylpiperidin-4-yl)-2-nitroaniline
• CAS No.: 668423-23-2
• Molecular Formula: C₁₂H₁₇N₃O₂
• Molecular Weight: 235.286

Synonyms:4-(1-methylpiperidin-4-yl)-2-nitroaniline

Chemical Property of 4-(1-methylpiperidin-4-yl)-2-nitroaniline

Chemical Property:

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Technology Process of 4-(1-methylpiperidin-4-yl)-2-nitroaniline

There total 7 articles about 4-(1-methylpiperidin-4-yl)-2-nitroaniline 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: 92.0%

N-(4-(1-methylpiperidin-4-yl)-2-nitrophenyl)acetamide (668435-32-3) → 4-(1-methylpiperidin-4-yl)-2-nitroaniline (668423-23-2)

Guidance literature:

With water; potassium hydroxide; In methanol; at 25 ℃; Inert atmosphere;

DOI:10.1021/jm500715u

Reference yield:

N-(4-(pyridin-4-yl)phenyl)acetamide (59656-60-9) → 4-(1-methylpiperidin-4-yl)-2-nitroaniline (668423-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide / 25 °C / Inert atmosphere

2: platinum(IV) oxide; hydrogen / ethanol / Inert atmosphere

3: nitronium tetrafluoborate / dichloromethane / 0 - 25 °C / Inert atmosphere

4: potassium hydroxide; water / methanol / 25 °C / Inert atmosphere

With platinum(IV) oxide; nitronium tetrafluoborate; water; hydrogen; potassium hydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm500715u

Reference yield:

4-bromo-aniline (106-40-1) → 4-(1-methylpiperidin-4-yl)-2-nitroaniline (668423-23-2)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran / 16 h / 0 - 25 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 16 h / 100 °C / Sealed tube; Inert atmosphere

3: N,N-dimethyl-formamide / 25 °C / Inert atmosphere

4: platinum(IV) oxide; hydrogen / ethanol / Inert atmosphere

5: nitronium tetrafluoborate / dichloromethane / 0 - 25 °C / Inert atmosphere

6: potassium hydroxide; water / methanol / 25 °C / Inert atmosphere

With platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nitronium tetrafluoborate; water; hydrogen; potassium carbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500715u

upstream raw materials:

N-(4-(1-methylpiperidin-4-yl)-2-nitrophenyl)acetamide

4-bromoacetanilide

4-bromo-aniline

N-(4-(pyridin-4-yl)phenyl)acetamide

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