4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide

Base Information

• Chemical Name: 4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide
• CAS No.: 106306-95-0
• Molecular Formula: C₁₄H₂₀N₄O₄
• Molecular Weight: 308.337
• DSSTox Substance ID: DTXSID20544592
• Wikidata: Q82421747

Synonyms:106306-95-0;4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide;SCHEMBL6926627;DTXSID20544592

Chemical Property of 4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 308.14845513
• Heavy Atom Count: 22
• Complexity: 408

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)C(=O)NCCCN(C)C)[N+](=O)[O-]

Technology Process of 4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide

There total 3 articles about 4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide 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:

3-nitro-4-acetamidobenzoic acid (1539-06-6) → N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide (106306-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / SOCl₂ / 1.5 h / Heating

2: benzene / 1 h / Ambient temperature

With thionyl chloride; In benzene;

Reference yield:

p-(acetylamino)benzoic acid (556-08-1) → N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide (106306-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / H₂SO₄, KNO₃ / 2 h / -5 - 0 °C

2: 96 percent / SOCl₂ / 1.5 h / Heating

3: benzene / 1 h / Ambient temperature

With thionyl chloride; sulfuric acid; potassium nitrate; In benzene;

Reference yield:

3-nitro-4-acetylaminobenzoyl chloride (24170-23-8) + 1-amino-3-(dimethylamino)propane (109-55-7) → N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide (106306-95-0)

Guidance literature:

In benzene; for 1h; Ambient temperature;

upstream raw materials:

3-nitro-4-acetylaminobenzoyl chloride

1-amino-3-(dimethylamino)propane

3-nitro-4-acetamidobenzoic acid

p-(acetylamino)benzoic acid

Downstream raw materials:

N-(3-dimethylaminopropyl)-2-(4-hydroxyphenyl)-5⁽⁶⁾-benzimidazolecarboxamide picrate

N-(3-dimethylaminopropyl)-2-(4-mesylamino)-5⁽⁶⁾-benzimidazolecarboxamide hydrochloride

N-(3-dimethylaminopropyl)-2-(4-aminophenyl)-5⁽⁶⁾-benzimidazolecarboxamide trihydrochloride

N-(3-dimethylaminopropyl)-2-(4-nitrophenyl)-5⁽⁶⁾-benzimidazolecarboxamide

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