5-Bromobenzofuran-2-carboxamide

Base Information

• Chemical Name: 5-Bromobenzofuran-2-carboxamide
• CAS No.: 35351-21-4
• Molecular Formula: C9H6BrNO2
• Molecular Weight: 240.056
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40368838
• Wikidata: Q72451632
• Mol file: 35351-21-4.mol

Synonyms:5-Bromobenzofuran-2-carboxamide;35351-21-4;5-bromo-1-benzofuran-2-carboxamide;5-BROMO-2-BENZOFURANCARBOXAMIDE;SCHEMBL2705460;5-bromo-benzofuran-2-carboxamide;DTXSID40368838;VYOHEOKELADMTR-UHFFFAOYSA-N;HMS1789B04;AKOS016005426;BS-28197;CS-0210892;FT-0717388;E85295;SR-01000058591;SR-01000058591-1;Z57030999

Chemical Property of 5-Bromobenzofuran-2-carboxamide

Chemical Property:

• Melting Point: 211-213℃
• Boiling Point: 416.4±25.0 °C(Predicted)
• PKA: 15.38±0.30(Predicted)
• PSA: 57.22000
• Density: 1.699
• LogP: 3.17840
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.95819
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

5-Bromobenzofuran-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C=C(O2)C(=O)N
• Uses: 5-Bromobenzofuran-2-carboxamide is used in the preparation of antifungal agents.

Technology Process of 5-Bromobenzofuran-2-carboxamide

There total 3 articles about 5-Bromobenzofuran-2-carboxamide 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:

5-bromobenzofuran-2-carbonyl chloride (62878-96-0) → 5-bromo-2-carboxamidobenzo[b]furan (35351-21-4)

Guidance literature:

With ammonia; In 1,4-dioxane; ethanol;

DOI:10.1080/00397910903419902

Reference yield:

5-bromobenzo[b]furan-2-carboxylic acid (10242-11-2) → 5-bromo-2-carboxamidobenzo[b]furan (35351-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / 3 h / Reflux

2: ammonium hydroxide / water / 20 °C / Cooling with ice

With ammonium hydroxide; thionyl chloride; In water; toluene;

DOI:10.1016/j.ejmech.2021.113540

Reference yield:

→ 5-bromo-2-carboxamidobenzo[b]furan (35351-21-4)

Guidance literature:

aus 5-Brom-2-benzofurancarbonsaeure, 1) SOCl2 (-> Saeurechlorid), 2) NH3;

upstream raw materials:

5-bromobenzofuran-2-carbonyl chloride

5-bromobenzo[b]furan-2-carboxylic acid

Downstream raw materials:

5-(1-piperazinyl)benzofuran-2-carboxamide

tert-butyl 4-(2-carbamoyl-1-benzofuran-5-yl)piperazine-1-carboxylate

5-(4-benzyl-1-piperazinyl)benzofuran-2-carboxamide

vilazodone

Refernces

• 1、 Lee, Jaekyoo,Khanapure, Subhash P.,Kim, Hwa-Ok,Rajur, Raj S. B.,Li, Bing,Williams, John D.,Pai, Ramdas,Peet, Norton P.. "Efficient synthesis of a benzo[b]furan building block". body text. p. 3390 - 3396. Retrieved 2010/12/25.