5-bromo-2,3-dihydrobenzofuran-7-sulfonyl Chloride

Base Information

• Chemical Name: 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl Chloride
• CAS No.: 690632-00-9
• Molecular Formula: C₈H₆BrClO₃S
• Molecular Weight: 297.557
• Hs Code.: 2932999099
• European Community (EC) Number: 820-378-8
• DSSTox Substance ID: DTXSID20383423
• Wikidata: Q82175124
• Mol file: 690632-00-9.mol

Synonyms:690632-00-9;5-bromo-2,3-dihydrobenzofuran-7-sulfonyl Chloride;5-bromo-2,3-dihydro-1-benzofuran-7-sulfonyl chloride;5-Bromo-2,3-dihydrobenzofuran-7-sulphonyl chloride;5-BROMO-2,3-DIHYDROBENZO[B]FURAN-7-SULFONYL CHLORIDE;SCHEMBL743679;5-Bromo-2,3-dihydro-1-benzofuran-7-sulfonylchloride;5-bromo-2,3-dihydrobenzo[b]furan-7-sulphonyl chloride;DTXSID20383423;WDCSWTWTTAMPFJ-UHFFFAOYSA-N;MFCD04035726;AKOS016016445;CS-0233579;E88186;EN300-134634;5-bromo-2,3-dihydrobenzofuran-7-sulfonylChloride;A836333;5-Bromo-2,3-dihydro-benzofuran-7-sulfonyl chloride;5-bromanyl-2,3-dihydro-1-benzofuran-7-sulfonyl chloride;5-bromo-2,3-dihydrobenzo[b]furan-7-sulfonyl chloride, AldrichCPR

Chemical Property of 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl Chloride

Chemical Property:

• Vapor Pressure: 2.5E-06mmHg at 25°C
• Melting Point: 121 °C
• Refractive Index: 1.62
• Boiling Point: 402.7 °C at 760 mmHg
• Flash Point: 197.4 °C
• PSA: 51.75000
• Density: 1.832 g/cm³
• LogP: 3.39230
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 295.89096
• Heavy Atom Count: 14
• Complexity: 313

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2,3-dihydrobenzo[b]furan-7-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C1C=C(C=C2S(=O)(=O)Cl)Br

Technology Process of 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl Chloride

There total 2 articles about 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl 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: 81.1%

5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6) → 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl chloride (690632-00-9)

Guidance literature:

With chlorosulfonic acid; In dichloromethane; at 20 ℃; for 2.75h; Temperature; Time;

Reference yield:

2.3-dihydrobenzofuran (496-16-2) → 5-bromo-2,3-dihydrobenzofuran-7-sulfonyl chloride (690632-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; bromine / dichloromethane / 20 °C

2: chlorosulfonic acid / dichloromethane / 2.53 h / 0 - 20 °C

With pyridine; chlorosulfonic acid; bromine; In dichloromethane;

DOI:10.1007/s12039-020-01874-2

Reference yield:

5-bromo-2,3-dihydrobenzofuran-7-sulfonyl chloride (690632-00-9) → N2-(3-((5-(3-formylphenyl)-2,3-dihydrobenzofuran)-7-sulfonamido)thiophene-2-carbonyl)-Nω-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-arginine (1268618-50-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 20 h / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 h / 45 °C

2.2: pH 1

3.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 18 h / 20 °C

4.1: water; lithium hydroxide / 3 h / 20 °C

4.2: pH 1

5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.17 h / 90 °C / Microwave irradiation, 100 watts

With pyridine; potassium phosphate; water; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; 5.1: Suzuki Coupling;

upstream raw materials:

5-bromo-2,3-dihydrobenzo[b]furan

2.3-dihydrobenzofuran

Downstream raw materials:

N2-(3-((5-(3-formylphenyl)-2,3-dihydrobenzofuran)-7-sulfonamido)thiophene-2-carbonyl)-Nω-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-arginine

N2-(3-((5-(2-formylphenyl)-2,3-dihydrobenzofuran)-7-sulfonamido)thiophene-2-carbonyl)-Nω-((2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)sulfonyl)-L-arginine

(S)-5-guanidino-2-({3-[5-(2-{[(1H-pyrazol-3-ylmethyl)-amino]-methyl}-phenyl)-2,3-dihydro-benzofuran-7-sulfonylamino]-thiophene-2-carbonyl}-amino)-pentanoic acid

(S)-5-guanidino-2-({3-[5-(2-{[(1H-pyrazol-4-ylmethyl)-amino]-methyl}-phenyl)-2,3-dihydro-benzofuran-7-sulfonylamino]-thiophene-2-carbonyl}-amino)-pentanoic acid

Refernces

• 1、 -. "Method for synthesizing benzofuran heterocyclic sulfonyl chloride". Paragraph 0019; 00021; 0026-0030; 0031; 0033-0041. . Retrieved 2019/11/28.