N-(4-aminophenyl)cyclopropanecarboxamide

Base Information

• Chemical Name: N-(4-aminophenyl)cyclopropanecarboxamide
• CAS No.: 74617-73-5
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.218
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90585432
• Wikidata: Q82477399
• Mol file: 74617-73-5.mol

Synonyms:N-(4-aminophenyl)cyclopropanecarboxamide;74617-73-5;SCHEMBL116361;DTXSID90585432;QKOLSDDMVFYWJC-UHFFFAOYSA-N;MFCD08593619;AKOS000263972;VS-04057;CS-0243544;EN300-26523;F79513;Z223607174

Chemical Property of N-(4-aminophenyl)cyclopropanecarboxamide

Chemical Property:

• PSA: 55.12000
• LogP: 2.27150
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.094963011
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-aminophenyl)cyclopropanecarboxamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=O)NC2=CC=C(C=C2)N

Technology Process of N-(4-aminophenyl)cyclopropanecarboxamide

There total 2 articles about N-(4-aminophenyl)cyclopropanecarboxamide 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: 86.0%

cyclopropanecarboxylic acid (4-nitrophenyl)amide (14372-12-4) → N-(4-aminophenyl)cyclopropanecarboxamide (74617-73-5)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; at 20 ℃; for 17h;

DOI:10.1021/acs.jmedchem.7b01449

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → N-(4-aminophenyl)cyclopropanecarboxamide (74617-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 16 h / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

Reference yield:

N-(4-aminophenyl)cyclopropanecarboxamide (74617-73-5) → N-(4-((4-((4,5-dimethyl-1H-pyrazol-3-yl)amino)-6-morpholinopyrimidin-2-yl)amino)phenyl)cyclopropanecarboxamide

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / butan-1-ol / 12 h / 130 °C

2: 2 h / 110 °C

With toluene-4-sulfonic acid; In butan-1-ol;

DOI:10.1021/acs.jmedchem.7b01449

upstream raw materials:

cyclopropanecarboxylic acid (4-nitrophenyl)amide

4-nitro-aniline

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