1-Benzofuran-3-carbonyl chloride

Base Information

• Chemical Name: 1-Benzofuran-3-carbonyl chloride
• CAS No.: 111964-21-7
• Molecular Formula: C9H5 Cl O2
• Molecular Weight: 180.59
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50515518
• Nikkaji Number: J2.387.743K
• Wikidata: Q82376429
• Mol file: 111964-21-7.mol

Synonyms:111964-21-7;Benzo[b]furan-3-carbonyl chloride;1-Benzofuran-3-carbonyl chloride;Benzofuran-3-carbonyl chloride;benzofuran-3-carboxylic acid chloride;SCHEMBL87682;Benzofuran-3-carbonylchloride;DTXSID50515518;YUHWSRVMUQSCNL-UHFFFAOYSA-N;AKOS013154324;MS-22614;FT-0733586;EN300-128461;J-519742

Chemical Property of 1-Benzofuran-3-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 260.8°C at 760 mmHg
• Flash Point: 111.6°C
• PSA: 30.21000
• Density: 1.36g/cm³
• LogP: 2.81180
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 179.9978071
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

Benzo[b]furan-3-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CO2)C(=O)Cl

Technology Process of 1-Benzofuran-3-carbonyl chloride

There total 5 articles about 1-Benzofuran-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:

benzofurane-3-carboxylic acid (26537-68-8) → benzo[b]furan-3-carbonyl chloride (111964-21-7)

Guidance literature:

With thionyl chloride;

DOI:10.1002/hlca.193702001127

Reference yield:

coumarandione (4732-72-3) → benzo[b]furan-3-carbonyl chloride (111964-21-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; water / Erwaermen der erhaltenen Loesung von <2-Hydroxy-phenyl>-glyoxylsaeure mit Bromessigsaeure-aethylester und mit aethanol. Natriumaethylat und Erwaermen des mit Wasser versetzten Reaktionsgemisches

2: acetic acid anhydride; sodium acetate / 180 °C

3: thionyl chloride

With thionyl chloride; ethanol; water; sodium acetate; acetic anhydride;

DOI:10.1002/hlca.193702001127

Reference yield:

(2-carboxymethoxy-phenyl)-glyoxylic acid (93334-77-1) → benzo[b]furan-3-carbonyl chloride (111964-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid anhydride; sodium acetate / 180 °C

2: thionyl chloride

With thionyl chloride; sodium acetate; acetic anhydride;

DOI:10.1002/hlca.193702001127

upstream raw materials:

benzofurane-3-carboxylic acid

coumarandione

1-benzofuran-2,3-dicarboxylic acid

(2-carboxymethoxy-phenyl)-glyoxylic acid

Downstream raw materials:

3-(4-methoxybenzoyl)benzofuran

dibenzyl 2-(3-benzo[b]furyl)-6,7-methylenedioxy-quinolin-4-ylphosphate

N-[5-(4-fluorophenyl)methyl-2-thiazolyl]-3-benzofurancarboxamide

benzofuran-3-yl-acetic acid ethyl ester

Refernces

• 1、 Zhang, Tao,Shen, Hong-Cheng,Xu, Jia-Cheng,Fan, Tao,Han, Zhi-Yong,Gong, Liu-Zhu. "Pd(II)-Catalyzed asymmetric oxidative annulation of N-alkoxyheteroaryl amides and 1,3-dienes". supporting information. p. 2048 - 2051. Retrieved 2019/03/29.
• 2、 -. "ANTI-HIV COMPOUNDS". Page/Page column 47-48; 52; 60; 75; 80. . Retrieved 2009/08/14.