(Dimethylamino)ethyl p-aminobenzoate

Base Information

• Chemical Name: (Dimethylamino)ethyl p-aminobenzoate
• CAS No.: 10012-47-2
• Molecular Formula: C11H16 N2 O2
• Molecular Weight: 208.26
• Hs Code.: 2922499990
• NSC Number: 25247
• DSSTox Substance ID: DTXSID30142967
• Nikkaji Number: J693.969D
• ChEMBL ID: CHEMBL611747
• Mol file: 10012-47-2.mol

Synonyms:Dimethylprocaine;10012-47-2;(Dimethylamino)ethyl p-aminobenzoate;2-(dimethylamino)ethyl 4-aminobenzoate;4-Aminobenzoic acid 2-(dimethylamino)ethyl ester;Benzoic acid, 4-amino-, 2-(dimethylamino)ethyl ester;NSC25247;NSC 25247;NSC-25247;BRN 2806149;BENZOIC ACID, p-AMINO-, 2-(DIMETHYLAMINO)ETHYL ESTER;Ethanol, 2-dimethylamino-, p-aminobenzoate;2-14-00-00251 (Beilstein Handbook Reference);NCIStruc1_000570;NCIStruc2_000443;CHEMBL611747;SCHEMBL4835480;DTXSID30142967;NCI25247;CCG-37984;NCGC00013316;AKOS010576408;NCGC00013316-02;NCGC00096433-01;LS-35802;NCI60_002026;Ethanol, 2-dimethylamino-, p-aminobenzoate (6CI)

Chemical Property of (Dimethylamino)ethyl p-aminobenzoate

Chemical Property:

• Vapor Pressure: 5.7E-05mmHg at 25°C
• Melting Point: 121 °C
• Boiling Point: 346.6°C at 760 mmHg
• PKA: 8.25±0.28(Predicted)
• Flash Point: 163.4°C
• PSA: 55.56000
• Density: 1.117g/cm³
• LogP: 1.56840
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.121177757
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC(=O)C1=CC=C(C=C1)N
• Uses: Dimethylprocaine?is an amine organic compound and can be used as an organic reagent.

Technology Process of (Dimethylamino)ethyl p-aminobenzoate

There total 8 articles about (Dimethylamino)ethyl p-aminobenzoate 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: 75.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + 2-(dimethylamino)ethyl chloride (107-99-3) → Dimethylprocaine (10012-47-2)

Guidance literature:

With sodium hydrogencarbonate; In acetone; for 6h; Heating;

DOI:10.1021/jm00018a009

Reference yield: 72.9%

4-nitrobenzoic acid 2-(dimethylamino)ethyl ester (38152-22-6) → Dimethylprocaine (10012-47-2)

Guidance literature:

With iron; acetic acid; at 30 ℃; for 8h;

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → Dimethylprocaine (10012-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / benzene / 14 h / 20 °C

2: 70 percent / SnCl₂ / ethanol / 2.5 h / 70 °C

With tin(ll) chloride; In ethanol; benzene;

DOI:10.1021/jm0502485

upstream raw materials:

4-nitrobenzoic acid 2-(dimethylamino)ethyl ester

p-Nitrobenzoic acid β-(dimethylamino)ethyl ester hydrochloride

4-amino-benzoic acid

2-(dimethylamino)ethyl chloride

Downstream raw materials:

amethocaine

4-<2-(p-Chlorphenoxy)-2-methylpropionylamino>-benzoesaeuredimethylaminoethylester

Refernces

• 1、 -. "Preparation method of tetracaine hydrochloride". Paragraph 0013. . Retrieved 2017/04/22.
• 2、 McConnaughie,Jenkins. "Novel acridine-triazenes as prototype combilexins: Synthesis, DNA binding, and biological activity". . p. 3488 - 3501. Retrieved 2007/10/02.