3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene

Base Information

• Chemical Name: 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene
• CAS No.: 1174642-41-1
• Molecular Formula: C₁₆H₁₀N₂O₂S
• Molecular Weight: 294.334
• Mol file: 1174642-41-1.mol

Synonyms:3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene

Chemical Property of 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene

There total 3 articles about 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene 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: 61.0%

2-cyano-2-(3,4-methylenedioxyphenyl)-N-phenylethanethioamide → 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene (1174642-41-1)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium iodide; nickel dibromide; at 50 ℃; for 1h;

DOI:10.1039/c8ob01712c

Reference yield:

phenyl isothiocyanate (103-72-0) + 3,4-methylenedioxyphenylacetonitrile (4439-02-5) → 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene (1174642-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C

1.2: 0 - 20 °C

2.1: nickel dibromide; [bis(acetoxy)iodo]benzene; potassium iodide / 1 h / 50 °C

With [bis(acetoxy)iodo]benzene; sodium hydride; potassium iodide; nickel dibromide; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c8ob01712c

Reference yield:

2-(5-bromobenzo[d][1,3]dioxol-6-yl)acetonitrile (5434-50-4) + phenyl isothiocyanate (103-72-0) → 3-cyano-5, 6-methylenedioxy-2-(phenylamino)benzo[b]thiophene (1174642-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C

1.2: 0 - 20 °C

2.1: copper(I) bromide; 1,10-Phenanthroline; triethylamine / N,N-dimethyl-formamide / 2.5 h / 20 °C

With 1,10-Phenanthroline; sodium hydride; triethylamine; copper(I) bromide; In N,N-dimethyl-formamide; mineral oil; 2.1: |Ullmann Condensation;

DOI:10.1039/c7cc03273k

upstream raw materials:

2-(5-bromobenzo[d][1,3]dioxol-6-yl)acetonitrile

phenyl isothiocyanate

3,4-methylenedioxyphenylacetonitrile