N-(2-aminoethyl)-4-methylbenzamide

Base Information

• Chemical Name: N-(2-aminoethyl)-4-methylbenzamide
• CAS No.: 21381-67-9
• Molecular Formula: C₁₀H₁₄N₂O
• Molecular Weight: 178.234
• European Community (EC) Number: 872-403-7
• Nikkaji Number: J2.880.451B
• Mol file: 21381-67-9.mol

Synonyms:N-(2-aminoethyl)-4-methylbenzamide;21381-67-9;N-(2-Amino-ethyl)-4-methyl-benzamide;SCHEMBL1579912;IISCWLATEHABQS-UHFFFAOYSA-N;MFCD03308707;AKOS000139478;EN300-51203;A1-04934;Z259720736

Chemical Property of N-(2-aminoethyl)-4-methylbenzamide

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

95+% ^*data from raw suppliers

N-(2-aminoethyl)-4-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)NCCN

Technology Process of N-(2-aminoethyl)-4-methylbenzamide

There total 10 articles about N-(2-aminoethyl)-4-methylbenzamide 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: 63.0%

4-methyl-benzoyl chloride (874-60-2) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)-4-methylbenzamide (21381-67-9)

Guidance literature:

In methanol; at 0 ℃; for 0.0166667h;

DOI:10.1002/ejoc.201000616

Reference yield:

p-Toluic acid (99-94-5) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)-4-methylbenzamide (21381-67-9)

Guidance literature:

p-Toluic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 20 ℃; for 1h;

ethylenediamine; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2019.05.091

Reference yield:

C14H10ClNO4 (1644630-66-9) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)-4-methylbenzamide (21381-67-9)

Guidance literature:

In water; dimethyl sulfoxide; acetonitrile; at 25 ℃;

DOI:10.5012/bkcs.2014.35.8.2271

upstream raw materials:

4-methylbenzoic acid ethyl ester

ethylenediamine

4-methyl-benzoyl chloride

C₁₈H₂₀N₂O₃

Downstream raw materials:

(S)-tert-butyl 2-[2-(4-methylbenzamido)ethylcarbamoyl]pyrrolidine-1-carboxylate

C₂₅H₂₁FN₆OS

(R)-tert-butyl 2-(2-(4-methylbenzamido)ethylcarbamoyl)pyrrolidine-1-carboxylate

(R)-N-(2-(4-methylbenzamido)ethyl)pyrrolidine-2-carboxamide

Refernces

• 1、 Anbar, Hanan S.,El-Gamal, Mohammed I.,Jeon, Hong R.,Kwon, Dow,Lee, Bong S.,Oh, Chang-Hyun,Tarazi, Hamadeh. "Imidazothiazole-based potent inhibitors of V600E-B-RAF kinase with promising anti-melanoma activity: biological and computational studies". . p. 1712 - 1726. Retrieved 2020/10/02.
• 2、 Pan, Xiaoyan,Liang, Liyuan,Sun, Ying,Si, Ru,Zhang, Qingqing,Wang, Jin,Fu, Jia,Zhang, Junjie,Zhang, Jie. "Discovery of novel Bcr-AblT315I inhibitors with flexible linker. Part 1: Confirmation optimization of phenyl-1H-indazol-3-amine as hinge binding moiety". . p. 232 - 242. Retrieved 2019/06/14.