6-[(4-nitrobenzoyl)amino]hexanoic Acid

Base Information

• Chemical Name: 6-[(4-nitrobenzoyl)amino]hexanoic Acid
• CAS No.: 5107-12-0
• Molecular Formula: C13H16 N2 O5
• Molecular Weight: 280.28
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60396239
• Nikkaji Number: J1.216.523D
• Wikidata: Q82196850
• ChEMBL ID: CHEMBL357073
• Mol file: 5107-12-0.mol

Synonyms:5107-12-0;6-[(4-nitrobenzoyl)amino]hexanoic Acid;6-[(4-nitrophenyl)formamido]hexanoic acid;6-(4-Nitrobenzamido)hexanoic acid;SBB057656;CHEMBL357073;SCHEMBL1229966;6-(4-Nitrobenzamido)hexanoicacid;DTXSID60396239;MFCD00009795;STK367024;AKOS000140079;6-(4-Nitro-benzoylamino)-hexanoic acid;NS-04592;CS-0245296;EN300-302808;6-{[(4-nitrophenyl)carbonyl]amino}hexanoic acid

Chemical Property of 6-[(4-nitrobenzoyl)amino]hexanoic Acid

Chemical Property:

• Vapor Pressure: 6.23E-20mmHg at 25°C
• Boiling Point: 708.7°C at 760 mmHg
• Flash Point: 200.3°C
• PSA: 94.28000
• Density: 1.235g/cm³
• LogP: 6.28860
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 280.10592162
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

99% ^*data from raw suppliers

6-(4-NITRO-BENZOYLAMINO)-HEXANOIC ACID AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NCCCCCC(=O)O)[N+](=O)[O-]

Technology Process of 6-[(4-nitrobenzoyl)amino]hexanoic Acid

There total 8 articles about 6-[(4-nitrobenzoyl)amino]hexanoic 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: 89.5%

methyl 6-(4-nitrobenzoyl)aminocaproate (75930-73-3) → 6-<(4-nitrobenzoyl)amino>hexanoic acid (5107-12-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 24h;

DOI:10.1007/s12039-013-0562-z

Reference yield:

methyl 6-aminocaproate hydrochloride (1926-80-3) → 6-<(4-nitrobenzoyl)amino>hexanoic acid (5107-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / TEA / CH₂Cl₂ / 3.5 h / 5 - 20 °C

2: 68 percent / 1M aq. LiOH / tetrahydrofuran / 4 h / 20 °C

With lithium hydroxide; TEA; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1021/jm991091h

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → 6-<(4-nitrobenzoyl)amino>hexanoic acid (5107-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / TEA / CH₂Cl₂ / 3.5 h / 5 - 20 °C

2: 68 percent / 1M aq. LiOH / tetrahydrofuran / 4 h / 20 °C

With lithium hydroxide; TEA; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1021/jm991091h

upstream raw materials:

4-nitro-benzoyl chloride

methyl 6-(4-nitrobenzoyl)aminocaproate

methyl 6-aminocaproate hydrochloride

6-aminohexanoic acid

Downstream raw materials:

N-trityloxy-6-(4-nitrobenzoyl)aminocapramide

Refernces

• 1、 Singh, Prabhpreet. "The family of N9-adenine: New entry for adenine-benzamide conjugates linked via versatile spacers". . p. 159 - 167. Retrieved 2016/02/18.