5-((allylthio)methyl)-2-furfural

Base Information

• Chemical Name: 5-((allylthio)methyl)-2-furfural
• CAS No.: 116724-98-2
• Molecular Formula: C₉H₁₀O₂S
• Molecular Weight: 182.243
• Mol file: 116724-98-2.mol

Synonyms:5-((allylthio)methyl)-2-furfural

Chemical Property of 5-((allylthio)methyl)-2-furfural

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 5-((allylthio)methyl)-2-furfural

There total 1 articles about 5-((allylthio)methyl)-2-furfural 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-chloromethylfurfural (1623-88-7) + prop-2-ene-1-thiol (870-23-5) → 5-Methylfurfural (620-02-0) + 5-((allylthio)methyl)-2-furfural (116724-98-2)

Guidance literature:

With triethylamine; sodium iodide; In tetrahydrofuran; for 10h; Yield given. Title compound not separated from byproducts;

DOI:10.1021/jo00257a002

Reference yield:

5-((allylthio)methyl)-2-furfural (116724-98-2) → trans-7-(1-(benzyloxy)ethyl)-10-oxa-3-thiatricyclo<5.2.1.01,5>dec-8-ene (116725-01-0,116836-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) RT

2: 32 percent / pyridine / toluene / 24 h / Heating

3: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0.5 h, 2.) overnight

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jo00257a002

Reference yield:

5-((allylthio)methyl)-2-furfural (116724-98-2) → 2-Allylsulfanylmethyl-5-(2-bromo-benzyloxymethyl)-furan (123100-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / sodium borohydride / methanol / 16 h / Ambient temperature

2: 1.) 80percent sodium hydride / 1.) ether, RT, 1 h, 2.) reflux, 20 h

With sodium tetrahydroborate; sodium hydride; In methanol;

DOI:10.1021/jo00282a022

upstream raw materials:

5-chloromethylfurfural

prop-2-ene-1-thiol

Downstream raw materials:

trans-7-(1-(benzyloxy)ethyl)-10-oxa-3-thiatricyclo<5.2.1.0^1,5>dec-8-ene

(1S,5R,7S)-7-Benzyloxymethyl-10-oxa-3-thia-tricyclo[5.2.1.0^1,5]dec-8-ene

2-Allylsulfanylmethyl-5-(2-bromo-benzyloxymethyl)-furan

(1S,5R,7S)-7-(2-Bromo-benzyloxymethyl)-10-oxa-3-thia-tricyclo[5.2.1.0^1,5]dec-8-ene

Refernces