Methyl 4-bromothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-bromothiophene-2-carboxylate
• CAS No.: 62224-16-2
• Molecular Formula: C6H5BrO2S
• Molecular Weight: 221.075
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70508922
• Nikkaji Number: J1.704.425G
• Wikidata: Q72488874
• Mol file: 62224-16-2.mol

Synonyms:METHYL 4-BROMOTHIOPHENE-2-CARBOXYLATE;62224-16-2;C6H5BrO2S;4-BROMOTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;MFCD06203668;methyl 4-bromo-thiophene-2-carboxylate;2-THIOPHENECARBOXYLIC ACID, 4-BROMO-, METHYL ESTER;SCHEMBL1529765;DTXSID70508922;HPZXLAIWCQLSAR-UHFFFAOYSA-N;BCP23093;methyl 4-bromothien-2-ylcarboxylate;Methyl4-bromothiophene-2-carboxylate;methyl 4-bromothiophen-2-carboxylate;AKOS015904289;CS-W022849;FS-3682;PB18709;SY096947;FT-0686481;METHYL 4-BROMO-2-THIOPHENECARBOXYLATE;EN300-704091;methyl 4-bromothiophene-2-carboxylate, AldrichCPR;Q-103259

Chemical Property of Methyl 4-bromothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 255 ºC
• Flash Point: 108 ºC
• PSA: 54.54000
• Density: 1.662
• LogP: 2.29720
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 219.91936
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

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

Methyl4-Bromothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CS1)Br

Technology Process of Methyl 4-bromothiophene-2-carboxylate

There total 9 articles about Methyl 4-bromothiophene-2-carboxylate 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%

methanol (67-56-1) + 4-bromo-thiophene-2-carboxylic acid (16694-18-1) → 4-bromothiophene-2-carboxylic acid methyl ester (62224-16-2)

Guidance literature:

sulfuric acid; at 50 ℃;

Reference yield: 98.0%

4-bromo-thiophene-2-carboxylic acid (16694-18-1) → 4-bromothiophene-2-carboxylic acid methyl ester (62224-16-2)

Guidance literature:

With sulfuric acid; In methanol; at 65 ℃; for 17h;

Reference yield: 85.0%

4-bromo-thiophene-2-carboxylic acid (16694-18-1) + dimethyl sulfate (77-78-1) → 4-bromothiophene-2-carboxylic acid methyl ester (62224-16-2)

Guidance literature:

4-bromo-thiophene-2-carboxylic acid; With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

dimethyl sulfate; In tetrahydrofuran; Reflux;

DOI:10.1016/j.bmc.2021.116093

upstream raw materials:

methanol

4-bromo-thiophene-2-carboxylic acid

4-Bromothiophene-2-carboxylic acid chloride

4-Bromothiophen-2-aldehyde

Downstream raw materials:

C₁₈H₁₅N₅O₂S

methyl 5-bromo-4-phenyl-thiophene-2-carboxylate

methyl 4-phenylthiophene-2-carboxylate

3-(5-(4-cyclopropyl-2-imino-1-methyl-5-oxoimidazolidin-4-yl)thiophen-3-yl)benzonitrile

Refernces

• 1、 Feng, Yangbo,Park, Hajeung,Bauer, Luke,Ryu, Jae Cheon,Yoon, Sung Ok. "Thiophene-Pyrazolourea Derivatives as Potent, Orally Bioavailable, and Isoform-Selective JNK3 Inhibitors". supporting information. p. 24 - 29. Retrieved 2021/01/12.
• 2、 Heng, Hao,Wang, Zhijie,Li, Hongmei,Huang, Yatian,Lan, Qingyuan,Guo, Xiaoxing,Zhang, Liang,Zhi, Yanle,Cai, Jiongheng,Qin, Tianren,Xiang, Li,Wang, Shuxian,Chen, Yadong,Lu, Tao,Lu, Shuai. "Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model". . p. 248 - 267. Retrieved 2019/05/21.