6-bromo-2-oxo-2H-chromene-3-carbonyl chloride

Base Information

• Chemical Name: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride
• CAS No.: 2199-94-2
• Molecular Formula: C10H4BrClO3
• Molecular Weight: 287.497
• Hs Code.: 2932209090
• Mol file: 2199-94-2.mol

Synonyms:6-Brom-coumarin-3-carbonsaeurechlorid;6-bromocoumarin-3-carboxylic acid;6-BROMO-2-OXO-2H-CHROMENE-3-CARBONYL CHLORIDE;6-Brom-2-oxo-2H-chromen-3-carbonylchlorid;2H-1-Benzopyran-3-carbonyl chloride,6-bromo-2-oxo;6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride;

Chemical Property of 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride

Chemical Property:

• PSA: 47.28000
• LogP: 2.93450

Purity/Quality:

98%min ^*data from raw suppliers

6-Bromo-2-oxo-2H-chromene-3-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride

There total 7 articles about 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride 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%

6-bromocoumarin-3-carboxylic acid (2199-87-3) → 6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride (2199-94-2)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; at 60 ℃; for 3h; Product distribution / selectivity;

Reference yield:

ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate (2199-90-8) → 6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride (2199-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: SOCl₂ / 3 h / 100 °C

With sodium hydroxide; thionyl chloride;

DOI:10.1016/j.bmcl.2007.03.050

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → 6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride (2199-94-2)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine / ethanol / 24 h / Heating

2: aq. NaOH

3: SOCl₂ / 3 h / 100 °C

With piperidine; sodium hydroxide; thionyl chloride; In ethanol; 1: Knoevenagel reaction;

DOI:10.1016/j.bmcl.2007.03.050

upstream raw materials:

6-bromocoumarin-3-carboxylic acid

ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate

5-bromosalicyclaldehyde

6-bromo-N-hydroxy-2-oxo-2H-1-benzopyran-3-carboxamide

Downstream raw materials:

6-Bromo-N-(4-ethoxyphenyl)-2-oxo-2H-chromene-3-carboxamide

C₁₉H₁₄BrNO₅

Refernces

• 1、 Yao, Dahong,Wang, Jing,Wang, Guan,Jiang, Yingnan,Shang, Lei,Zhao, Yuqian,Huang, Jian,Yang, Shilin,Wang, Jinhui,Yu, Yamei. "Design, synthesis and biological evaluation of coumarin derivatives as novel acetylcholinesterase inhibitors that attenuate H2O2-induced apoptosis in SH-SY5Y cells". . p. 112 - 123. Retrieved 2016/08/01.
• 2、 Asadipour, Ali,Alipour, Masoumeh,Jafari, Mona,Khoobi, Mehdi,Emami, Saeed,Nadri, Hamid,Sakhteman, Amirhossein,Moradi, Alireza,Sheibani, Vahid,Homayouni Moghadam, Farshad,Shafiee, Abbas,Foroumadi, Alireza. "Novel coumarin-3-carboxamides bearing N-benzylpiperidine moiety as potent acetylcholinesterase inhibitors". . p. 623 - 630. Retrieved 2013/12/04.