2-[2-(Dipropylamino)ethyl]-6-nitrophenylacetic acid

Base Information

• Chemical Name: 2-[2-(Dipropylamino)ethyl]-6-nitrophenylacetic acid
• CAS No.: 720656-64-4
• Molecular Formula: C16H24N2O4
• Molecular Weight: 308.378
• European Community (EC) Number: 615-710-1
• UNII: CLZ9O8P1E5
• DSSTox Substance ID: DTXSID201217953
• Nikkaji Number: J3.300.273D
• Mol file: 720656-64-4.mol

Synonyms:720656-64-4;Open ring nitro derivative;CLZ9O8P1E5;2-[2-(DIPROPYLAMINO)ETHYL]-6-NITROPHENYLACETIC ACID;UNII-CLZ9O8P1E5;Open ring nitro derivative [USP];2-(2-(Dipropylamino)ethyl)-6-nitrobenzeneacetic acid;2-[2-[2-(dipropylamino)ethyl]-6-nitrophenyl]acetic acid;Benzeneacetic acid, 2-(2-(dipropylamino)ethyl)-6-nitro-;2-[2-(Dipropylamino)ethyl]-6-nitrobenzeneacetic acid;2-(2-N,N-DIPROPYLAMINOETHYL)-6-NITROPHENYL ACETIC ACID;SCHEMBL2011929;DTXSID201217953;OPEN RING NITRO DERIVATIVE [USP IMPURITY];6-[2-(dipropylamino)ethyl]-2-nitrophenyl-acetic acid

Chemical Property of 2-[2-(Dipropylamino)ethyl]-6-nitrophenylacetic acid

Chemical Property:

• Vapor Pressure: 4.68E-09mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 454.6 °C at 760 mmHg
• Flash Point: 228.7 °C
• PSA: 86.36000
• Density: 1.151 g/cm³
• LogP: 3.40960
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 308.17360725
• Heavy Atom Count: 22
• Complexity: 351

Purity/Quality:

98%min ^*data from raw suppliers

2-[2-(DIPROPYLAMINO)ETHYL]-6-NITRO-PHENYL ACETIC ACID 95.00% ^*data from reagent 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)O

Technology Process of 2-[2-(Dipropylamino)ethyl]-6-nitrophenylacetic acid

There total 6 articles about 2-[2-(Dipropylamino)ethyl]-6-nitrophenylacetic 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-(di-n-propylamino)ethyl>phenylacetic acid (720656-64-4)

Guidance literature:

Multi-step reaction with 5 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

5: aq. NaOH, H₂O₂ / 1 h / Ambient temperature

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

DOI:10.1021/jm00156a010

Reference yield:

2-methyl-3-nitrophenylethanoyl chloride (101566-00-1) → 2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid (720656-64-4)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 1.) EtOK, 3.) H₂O

4: aq. NaOH, H₂O₂ / 1 h / Ambient temperature

With tetrahydrofuran; sodium hydroxide; borane; potassium ethoxide; water; dihydrogen peroxide; sodium carbonate; In water; toluene;

DOI:10.1021/jm00156a010

Reference yield:

<2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>pyruvic acid (97351-95-6) → 2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid (720656-64-4)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; for 1h; Ambient temperature;

DOI:10.1021/jm00156a010

upstream raw materials:

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

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

2-methyl-3-nitrophenylethanoyl chloride

1-(2-dipropylaminoethyl)-2-methyl-3-nitrobenzene

Downstream raw materials:

Ropinirole