4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride

Base Information

• Chemical Name: 4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride
• CAS No.: 199678-86-9
• Molecular Formula: C13H18ClNO3
• Molecular Weight: 271.73992
• Mol file: 199678-86-9.mol

Synonyms:4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride;(E)-3-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-propenoic acid

Chemical Property of 4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride

Chemical Property:

Purity/Quality:

≥99.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride is used in the preparation of bradykinin antagonists in the regulation of blood pressure.

Technology Process of 4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride

There total 2 articles about 4-(2-DiMethylaMino)ethoxycinnaMic Acid Hydrochloride 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:

3-[4-(2-dimethylaminoethoxy)phenyl]acrylic acid methyl ester (245467-31-6) → (E)-4-[2-(dimethylamino)ethoxy]cinnamic acid (199678-86-9)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1021/jm990136b

Reference yield:

methyl 4-hydroxycinnamate (3943-97-3) → (E)-4-[2-(dimethylamino)ethoxy]cinnamic acid (199678-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 1 h / 20 °C

1.2: 70 percent / dimethylformamide; toluene / 2 h / Heating

2.1: aq. NaOH / methanol

With sodium hydroxide; sodium hydride; In methanol; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis;

DOI:10.1021/jm990136b

Reference yield:

2-(2-methyl-1H-indol-1-yl)ethan-1-amine (883535-89-5) + (E)-4-[2-(dimethylamino)ethoxy]cinnamic acid (199678-86-9) → (E)-3-(4-(2-(dimethylamino)ethoxy)phenyl)-N-(2-(2-methyl-1H-indol-1-yl)ethyl)acrylamide (1609031-02-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1021/jm5000672

upstream raw materials:

3-[4-(2-dimethylaminoethoxy)phenyl]acrylic acid methyl ester

methyl 4-hydroxycinnamate

Downstream raw materials:

(E)-3-(4-(2-(dimethylamino)ethoxy)phenyl)-N-(2-(2-methyl-1H-indol-1-yl)ethyl)acrylamide

Refernces