2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid

Base Information

• Chemical Name: 2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid
• CAS No.: 97351-95-6
• Molecular Formula: C17H24N2O5
• Molecular Weight: 336.388
• European Community (EC) Number: 619-268-0
• DSSTox Substance ID: DTXSID201181627
• Mol file: 97351-95-6.mol

Synonyms:97351-95-6;2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid;SCHEMBL13618631;DTXSID201181627

Chemical Property of 2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 336.16852187
• Heavy Atom Count: 24
• Complexity: 429

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)CCC1=C(C(=CC=C1)[N+](=O)[O-])CC(=O)C(=O)O

Technology Process of 2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid

There total 7 articles about 2-[2-(Dipropylamino)ethyl]-6-nitro-alpha-oxobenzenepropanoic acid 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:

2-(3-nitro-2-methylphenyl)acetic acid (23876-15-5) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid (97351-95-6)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂

2: Na₂CO₃ / toluene; H₂O / 1.5 h / 10 - 20 °C

3: 83 percent / borane/THF / 1 h / Heating

4: 1.) EtOK, 3.) H₂O

With tetrahydrofuran; thionyl chloride; borane; potassium ethoxide; water; sodium carbonate; In water; toluene;

DOI:10.1021/jm00156a010

Reference yield:

2-methyl-3-nitrophenylethanoyl chloride (101566-00-1) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid (97351-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂CO₃ / toluene; H₂O / 1.5 h / 10 - 20 °C

2: 83 percent / borane/THF / 1 h / Heating

3: 1.) EtOK, 3.) H₂O

With tetrahydrofuran; borane; potassium ethoxide; water; sodium carbonate; In water; toluene;

DOI:10.1021/jm00156a010

Reference yield:

2-(2-methyl-3-nitro-phenyl)-N,N-di-n-propylacetamide (91374-22-0) → <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid (97351-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / borane/THF / 1 h / Heating

2: 1.) EtOK, 3.) H₂O

With tetrahydrofuran; borane; potassium ethoxide; water;

DOI:10.1021/jm00156a010

upstream raw materials:

2-methyl-3-nitrobenzic acid

(2-methyl-3-nitrophenyl)methanol

2-(3-nitro-2-methylphenyl)acetic acid

3-nitro-2-methylphenylacetonitrile

Downstream raw materials:

Ropinirole

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride

2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid