Ethyl 4-(butylamino)benzoate

Base Information

• Chemical Name: Ethyl 4-(butylamino)benzoate
• CAS No.: 94-32-6
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• Hs Code.: 29224999
• European Community (EC) Number: 202-322-9
• UNII: D68EP3V31W
• DSSTox Substance ID: DTXSID1059101
• Nikkaji Number: J182.100H
• Wikidata: Q27276166
• Mol file: 94-32-6.mol

Synonyms:Ethyl 4-(butylamino)benzoate;94-32-6;Ethyl p-butylaminobenzoate;Ethyl 4-butylaminobenzoate;Benzoic acid, 4-(butylamino)-, ethyl ester;4-(Butylamino)benzoic Acid Ethyl Ester;UNII-D68EP3V31W;D68EP3V31W;EINECS 202-322-9;4-(n-butylamino)benzoic acid ethyl ester;Ethyl 4-(Butylamino)benzoate(4-(Butylamino)benzoic Acid Ethyl Ester);ethyl-p-butylaminobenzoat;ethyl p-(butylamino) benzoate;SCHEMBL5025348;Ethyl 4-(n-butylamino)benzoate;Ethyl-(4-n-butylamino)benzoate;DTXSID1059101;Ethyl 4-(butylamino)benzoate #;AMY8838;CS-M3379;Ethyl 4-(butylamino)benzoate, 98%;MFCD00017283;AKOS009048578;AS-14744;B1472;FT-0616833;A844918;W-109351;Q27276166;ethyl 4-(butylamino)benzoate;ethyl p-butylaminobenzoate

Chemical Property of Ethyl 4-(butylamino)benzoate

Chemical Property:

• Vapor Pressure: 9.87E-05mmHg at 25°C
• Melting Point: 68-70 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 338.4 °C at 760 mmHg
• PKA: 2.61±0.32(Predicted)
• Flash Point: 158.4 °C
• PSA: 38.33000
• Density: 1.039 g/cm³
• LogP: 3.14830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

Ethyl4-?(Butylamino)?benzoate(4-(Butylamino)benzoicAcidEthylEster) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CCCCNC1=CC=C(C=C1)C(=O)OCC
• Uses: 4-(Butylamino)benzoic Acid Ethyl Ester is an N-alkylated ester derivative of aminobenzoic acid. 4-(Butylamino)benzoic Acid Ethyl Ester is an impurity of Benzonatate (B204500).

Technology Process of Ethyl 4-(butylamino)benzoate

There total 9 articles about Ethyl 4-(butylamino)benzoate 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: 100.0%

ethyl 4-nitrobenzoate (99-77-4) + butyraldehyde (123-72-8) → ethyl 4-(N-butylamino)benzoate (94-32-6)

Guidance literature:

With acetic acid; zinc; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo300303d

Reference yield: 90.49%

butyraldehyde (123-72-8) + p-aminoethylbenzoate (94-09-7) → ethyl 4-(N-butylamino)benzoate (94-32-6)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 55 ℃; for 12h;

Reference yield: 89.0%

N-(4-ethoxycarbonylphenyl)butyramide (71134-92-4) → ethyl 4-(N-butylamino)benzoate (94-32-6) + p-aminoethylbenzoate (94-09-7)

Guidance literature:

With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; In tetrahydrofuran; at 120 ℃; for 20h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1002/cctc.201600635

upstream raw materials:

1-butylpyrrolidine

p-aminoethylbenzoate

ethanol

4-(N-butylamino)benzoic acid

Downstream raw materials:

4-butylamino-benzoic acid-(2-hydroxy-3-pyrrolidino-propyl ester)

amethocaine

4-butylamino-benzoic acid-[3-(benzyl-methyl-amino)-2-hydroxy-propyl ester]

tetracaine hydrochloride

Refernces

• 1、 Chusov, Denis,Tsygankov, Alexey A.. "Straightforward access to high-performance organometallic catalysts by fluoride activation: Proof of principle on asymmetric cyanation, asymmetric Michael addition, CO2 addition to epoxide, and reductive alkylation of amines by tetrahydrofuran". . p. 13077 - 13084. Retrieved 2021/11/01.
• 2、 Sheng, Xie-Huang,Cui, Cheng-Cheng,Shan, Chao,Li, Yu-Zhen,Sheng, Duo-Hong,Sun, Bin,Chen, De-Zhan. "O -Phenylenediamine: A privileged pharmacophore of ferrostatins for radical-trapping reactivity in blocking ferroptosis". . p. 3952 - 3960. Retrieved 2018/06/11.