5-Amino-N-(2-(diethylamino)ethyl)-4-fluoro-2-methoxybenzamide

Base Information

• Chemical Name: 5-Amino-N-(2-(diethylamino)ethyl)-4-fluoro-2-methoxybenzamide
• CAS No.: 133849-95-3
• Molecular Formula: C14H22FN3O2
• Molecular Weight: 283.3418
• DSSTox Substance ID: DTXSID60158399
• Wikidata: Q83026660
• Mol file: 133849-95-3.mol

Synonyms:2-methoxy-4-fluoro-5-amino-N-((2-diethylamino)ethyl)benzamide;P 1439;P-1439;P1439

Chemical Property of 5-Amino-N-(2-(diethylamino)ethyl)-4-fluoro-2-methoxybenzamide

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Boiling Point: 399.2°Cat760mmHg
• Flash Point: 195.3°C
• Density: 1.133g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 283.16960512
• Heavy Atom Count: 20
• Complexity: 300

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCNC(=O)C1=C(C(=CC(=C1)N)F)OC

Technology Process of 5-Amino-N-(2-(diethylamino)ethyl)-4-fluoro-2-methoxybenzamide

There total 5 articles about 5-Amino-N-(2-(diethylamino)ethyl)-4-fluoro-2-methoxybenzamide 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:

methyl 4-fluoro-2-methoxybenzoate (204707-42-6) → 5-Amino-N-(2-diethylamino-ethyl)-4-fluoro-2-methoxy-benzamide (133849-95-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / HNO₃, conc. H₂SO₄ / 0.17 h / -5 °C

2: 95 percent / H₂ / Ni-Raney / ethanol / 2 h / 60 °C

3: 68 percent / 2N aq. NaOH / Heating

4: tetrahydrofuran / 30 °C

5: tetrahydrofuran / 1 h / 50 °C

With sodium hydroxide; sulfuric acid; hydrogen; nitric acid; Ni-Raney; In tetrahydrofuran; ethanol;

DOI:10.1016/0223-5234(93)90129-3

Reference yield:

methyl 4-fluoro-2-methoxy-5-nitrobenzoate (151793-17-8) → 5-Amino-N-(2-diethylamino-ethyl)-4-fluoro-2-methoxy-benzamide (133849-95-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / H₂ / Ni-Raney / ethanol / 2 h / 60 °C

2: 68 percent / 2N aq. NaOH / Heating

3: tetrahydrofuran / 30 °C

4: tetrahydrofuran / 1 h / 50 °C

With sodium hydroxide; hydrogen; Ni-Raney; In tetrahydrofuran; ethanol;

DOI:10.1016/0223-5234(93)90129-3

Reference yield:

methyl 5-amino-4-fluoro-2-methoxybenzoic acid (151793-18-9) → 5-Amino-N-(2-diethylamino-ethyl)-4-fluoro-2-methoxy-benzamide (133849-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / 2N aq. NaOH / Heating

2: tetrahydrofuran / 30 °C

3: tetrahydrofuran / 1 h / 50 °C

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/0223-5234(93)90129-3

upstream raw materials:

N,N-diethylethylenediamine

methyl 4-fluoro-2-methoxybenzoate

methyl 5-amino-4-fluoro-2-methoxybenzoic acid

5-amino-4-fluoro-2-methoxybenzoic acid