3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione

Base Information

• Chemical Name: 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione
• CAS No.: 251539-00-1
• Molecular Formula: C₁₈H₁₁ClN₂S₂
• Molecular Weight: 354.884

Synonyms:3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione

Chemical Property of 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione

Chemical Property:

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Technology Process of 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione

There total 2 articles about 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione 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: 42.0%

Cyanothioacetamide (7357-70-2) + 5-(4-chlorobenzylidene)-6,7-dihydrobenz[b]thiophen-4-one (251538-99-5) → 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione (251539-00-1)

Guidance literature:

With sodium methylate; In methanol; at 50 ℃; for 6h;

DOI:10.1080/10426509908037011

Reference yield:

4-chlorobenzaldehyde (104-88-1) → 3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione (251539-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / NaOH / ethanol / 2 h

2: 42 percent / NaOMe / methanol / 6 h / 50 °C

With sodium hydroxide; sodium methylate; In methanol; ethanol; 1: Condensation / 2: Condensation;

DOI:10.1080/10426509908037011

Reference yield: 81.0%

3-cyano-4-(4-chlorophenyl)-5,6-dihydrothieno[2,3-h]quinolin-2(1H)-thione (251539-00-1) → [4-(4-chloro-phenyl)-3-cyano-5,6-dihydro-thieno[2,3-h]quinolin-2-ylsulfanyl]-acetic acid ethyl ester (251539-03-4)

Guidance literature:

With sodium acetate; In ethanol; for 2h; Heating;

DOI:10.1080/10426509908037011

upstream raw materials:

Cyanothioacetamide

5-(4-chlorobenzylidene)-6,7-dihydrobenz[b]thiophen-4-one

4-chlorobenzaldehyde

Downstream raw materials:

4-(4-chloro-phenyl)-2-cyanomethylsulfanyl-5,6-dihydro-thieno[2,3-h]quinoline-3-carbonitrile

2-[4-(4-chloro-phenyl)-3-cyano-5,6-dihydro-thieno[2,3-h]quinolin-2-ylsulfanyl]-acetamide

[4-(4-chloro-phenyl)-3-cyano-5,6-dihydro-thieno[2,3-h]quinolin-2-ylsulfanyl]-acetic acid ethyl ester

4-(4-chloro-phenyl)-2-(2-oxo-2-phenyl-ethylsulfanyl)-5,6-dihydro-thieno[2,3-h]quinoline-3-carbonitrile

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