N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-carboxamide

Base Information

• Chemical Name: N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-carboxamide
• CAS No.: 5564-29-4
• Molecular Formula: C15H14N2O3S
• Molecular Weight: 295.338
• DSSTox Substance ID: DTXSID50366729
• Wikidata: Q82152100
• Mol file: 5564-29-4.mol

Synonyms:N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-carboxamide;DTXSID50366729;AKOS034024294;EN300-26595824;SR-01000056098;SR-01000056098-1;Z27695582;N-[(1,3-dioxaindan-5-yl)methyl]-2-(methylsulfanyl)pyridine-3-carboxamide;775310-14-0

Chemical Property of N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-carboxamide

Chemical Property:

• Vapor Pressure: 2.64E-07mmHg at 25°C
• Boiling Point: 409.9°C at 760 mmHg
• Flash Point: 201.7°C
• PSA: 51.46000
• Density: 1.19g/cm³
• LogP: 3.82120
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 302.07251349
• Heavy Atom Count: 21
• Complexity: 369

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl 5-hydroxy-2-methyl-1-phenyl-1H-indole-3-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=C(C=CC=N1)C(=O)NCC2=CC3=C(C=C2)OCO3

Technology Process of N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-carboxamide

There total 7 articles about N-(1,3-benzodioxol-5-ylmethyl)-2-methylsulfanylpyridine-3-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: 96.0%

ethyl acetoacetate (141-97-9) + aniline (62-53-3) + p-benzoquinone (106-51-4) → 1-phenyl-2-methyl-3-ethoxycarbonyl-5-hydroxyindole (5564-29-4)

Guidance literature:

ethyl acetoacetate; aniline; With montmorillonite KSF clay; In 1,2-dichloro-ethane; for 0.25h; Reflux; Green chemistry;

p-benzoquinone; In 1,2-dichloro-ethane; for 1h; Reflux; Green chemistry;

DOI:10.5012/bkcs.2013.34.10.2968

Reference yield: 69.0%

(E)-ethyl 3-(phenylamino)but-2-enoate (17469-23-7) + p-benzoquinone (106-51-4) → 1-phenyl-2-methyl-3-ethoxycarbonyl-5-hydroxyindole (5564-29-4)

Guidance literature:

With zinc(II) iodide; In dichloromethane; for 0.666667h; Heating;

DOI:10.1002/jhet.5570430410

Reference yield: 59.0%

iodobenzene (591-50-4) + ethyl 5-hydroxy-2-methylindole-3-carboxylate (7598-91-6) → 1-phenyl-2-methyl-3-ethoxycarbonyl-5-hydroxyindole (5564-29-4)

Guidance literature:

With D-galacturonic acid; potassium carbonate; copper(I) bromide; In water; dimethyl sulfoxide; at 120 ℃; Inert atmosphere; Green chemistry;

DOI:10.1055/s-0039-1690226

upstream raw materials:

ethyl 3-anilinocrotonate

p-benzoquinone

(E)-ethyl 3-(phenylamino)but-2-enoate

ethyl acetoacetate

Downstream raw materials:

5-benzoyloxy-2-methyl-1-phenyl-indole-3-carboxylic acid ethyl ester

(3-ethoxycarbonyl-2-methyl-1-phenyl-indol-5-yloxy)-acetic acid ethyl ester

ethyl 5-methoxy-2-methyl-1-phenylindole-3-carboxylate

1-phenyl-2-methyl-3-ethoxycarbonyl-5-(3-cyanopyridyl-2)oxyindole