4-(Butylamino)benzoic acid

Base Information

• Chemical Name: 4-(Butylamino)benzoic acid
• CAS No.: 4740-24-3
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922493800
• European Community (EC) Number: 628-333-2
• NSC Number: 44300
• UNII: KGL80FSD2F
• DSSTox Substance ID: DTXSID60197127
• Nikkaji Number: J26.948D
• Wikidata: Q27225762
• Metabolomics Workbench ID: 67004
• ChEMBL ID: CHEMBL253121
• Mol file: 4740-24-3.mol

Synonyms:4-n-butylaminobenzoic acid;para-butylaminobenzoic acid

Chemical Property of 4-(Butylamino)benzoic acid

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Melting Point: 149-151oC(lit.)
• Boiling Point: 353.5°Cat760mmHg
• Flash Point: 167.6°C
• PSA: 49.33000
• Density: 1.13g/cm³
• LogP: 2.66980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Butylamino)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCNC1=CC=C(C=C1)C(=O)O
• Uses: 4-(Butylamino)benzoic Acid is an intermediate used to synthesize 5-nitrothiophene derivatives with antimicrobial activity against multidrug-resistant Staphylococcus aureus.

Technology Process of 4-(Butylamino)benzoic acid

There total 13 articles about 4-(Butylamino)benzoic 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: 95.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + butyraldehyde (123-72-8) → 4-(N-butylamino)benzoic acid (4740-24-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1021/jo701503q

Reference yield: 85.0%

4-(1-Benzotriazol-1-yl-butylamino)-benzoic acid (111098-25-0) → 4-(N-butylamino)benzoic acid (4740-24-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 0.333333h; Heating;

Reference yield: 78.0%

butyraldehyde (123-72-8) + 4-nitro-benzoic acid (62-23-7) → 4-(N-butylamino)benzoic acid (4740-24-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; isopropyl alcohol; at 20 ℃; for 1h;

DOI:10.1021/jo701503q

upstream raw materials:

ethyl 4-(N-butylamino)benzoate

tetracaine hydrochloride

1-bromo-butane

4-amino-benzoic acid

Downstream raw materials:

amethocaine

ethyl 4-(N-butylamino)benzoate

C₁₆H₂₆N₂O₂

C₁₇H₂₈N₂O₂

Refernces

• 1、 -. "Method for preparing tetracaine hydrochloride". Paragraph 0041. . Retrieved 2019/01/21.
• 2、 -. "DERIVATIVES OF TETRACAINE". Paragraph 0098. . Retrieved 2014/02/16.