3-amino-N-ethylbenzamide

Base Information

• Chemical Name: 3-amino-N-ethylbenzamide
• CAS No.: 81882-77-1
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.207
• Hs Code.: 2924299090
• European Community (EC) Number: 800-870-9
• DSSTox Substance ID: DTXSID50395751
• Wikidata: Q82196002
• Mol file: 81882-77-1.mol

Synonyms:3-amino-N-ethylbenzamide;81882-77-1;3-amino-N-ethyl-benzamide;SCHEMBL5906529;DTXSID50395751;QZANFTCIVRHFRG-UHFFFAOYSA-N;HMS1788F15;BBL023674;MFCD06655066;STL068785;3-Amino-N-ethylbenzamide, AldrichCPR;AKOS000264279;VS-07481;BB 0254504;FT-0707884;EN300-10534

Chemical Property of 3-amino-N-ethylbenzamide

Chemical Property:

• Vapor Pressure: 3.38E-05mmHg at 25°C
• Boiling Point: 354.3oC at 760 mmHg
• Flash Point: 168.1oC
• PSA: 55.12000
• Density: 1.105g/cm3
• LogP: 1.99060
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.094963011
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

3-amino-N-ethylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC(=O)C1=CC(=CC=C1)N

Technology Process of 3-amino-N-ethylbenzamide

There total 5 articles about 3-amino-N-ethylbenzamide 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: 77.0%

N-Ethyl-3-nitrophenylcarboxamide (26819-11-4) → 3-amino-N-ethylbenzamide (81882-77-1)

Guidance literature:

With iron; acetic acid; In ethanol; at 20 ℃; for 3h;

DOI:10.1039/c8ob02599a

Reference yield: 70.0%

tert-butyl 3-(ethylcarbamoyl)phenylcarbamate → 3-amino-N-ethylbenzamide (81882-77-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 8h;

DOI:10.1021/acs.jmedchem.5b01631

Reference yield:

m-nitrobenzoic acid chloride (121-90-4) → 3-amino-N-ethylbenzamide (81882-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane; water / 1 h / 20 °C

2: iron; acetic acid / ethanol / 3 h / 20 °C

With iron; acetic acid; In ethanol; dichloromethane; water;

DOI:10.1039/c8ob02599a

upstream raw materials:

3-[(tert-butoxycarbonyl)amino]benzoic acid

meta-aminobenzoic acid

m-nitrobenzoic acid chloride

N-Ethyl-3-nitrophenylcarboxamide

Refernces

• 1、 Zhou, Yu,Ma, Jing,Lin, Xingyu,Huang, Xi-Ping,Wu, Kaichun,Huang, Niu. "Structure-Based Discovery of Novel and Selective 5-Hydroxytryptamine 2B Receptor Antagonists for the Treatment of Irritable Bowel Syndrome". . p. 707 - 720. Retrieved 2016/02/09.