(2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid

Base Information

• Chemical Name: (2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid
• CAS No.: 50868-68-3
• Molecular Formula: C7H5BrO2S
• Molecular Weight: 233.085
• Hs Code.: 2934999090
• Mol file: 50868-68-3.mol

Synonyms:(2E)-3-(5-Bromothien-2-yl)acrylic acid;(E)-3-(5-Bromothiophen-2-yl)prop-2-enoic acid;(2E)-3-(5-Bromothiophen-2-yl)prop-2-enoic acid;

Chemical Property of (2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 1.68E-05mmHg at 25°C
• Refractive Index: 1.686
• Boiling Point: 350.1 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 165.5 °C
• PSA: 65.54000
• Density: 1.783 g/cm³
• LogP: 2.60840

Purity/Quality:

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

(E)-3-(5-bromothiophen-2-yl)acrylicacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid

There total 4 articles about (2E)-3-(5-Bromo(2-thienyl))prop-2-enoic 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: 94.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + malonic acid (141-82-2) → (E)-3-(5-bromo-2-thienyl)-2-propenoic acid (50868-68-3)

Guidance literature:

With piperidine; pyridine; for 3h; Reflux; Inert atmosphere;

DOI:10.1039/c9ob00025a

Reference yield:

ethyl (E)-3-(5-bromothiophen-2-yl)acrylate (151451-43-3) → (E)-3-(5-bromo-2-thienyl)-2-propenoic acid (50868-68-3)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo01147a015

Reference yield:

5-bromo-2-thiophencarboxaldehyde (4701-17-1) → (E)-3-(5-bromo-2-thienyl)-2-propenoic acid (50868-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc-powder; benzene; toluene / Behandeln des Reaktionsgemisches mit wss. Salzsaeure

2: aqueous KOH-solution

With potassium hydroxide; toluene; zinc; benzene;

DOI:10.1021/jo01147a015

upstream raw materials:

ethyl (E)-3-(5-bromothiophen-2-yl)acrylate

5-bromo-2-thiophencarboxaldehyde

malonic acid

Downstream raw materials:

3-(5'-bromothiophen-2'-yl)-(E)-propenoic acid methyl ester

(E)-3-(5-bromothiophen-2-yl)-N-(4-(N-(3-methoxypyrazin-2-yl)sulfamoyl)phenyl)acrylamide

Refernces

• 1、 Sakurai, Fumie,Yukawa, Takafumi,Kina, Asato,Murakami, Masataka,Takami, Kazuaki,Morimoto, Sachie,Seto, Masaki,Kamata, Makoto,Yamashita, Tohru,Nakashima, Kosuke,Narita, Naohiro,Bettini, Ezio,Ugolini, Annarosa,Corsi, Mauro,Hasui, Tomoaki. "Discovery of Pyrazolo[1,5-a]pyrazin-4-ones as Potent and Brain Penetrant GluN2A-Selective Positive Allosteric Modulators Reducing AMPA Receptor Binding Activity". . . Retrieved 2022/01/24.
• 2、 -. "IN-FLOW PHOTOOXYGENATION OF AMINOTHIENOPYRIDINONES GENERATES NOVEL PTP4A3 PHOSPHATASE INHIBITORS". Paragraph 0084; 0098. . Retrieved 2020/06/05.