3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate

Base Information

• Chemical Name: 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate
• CAS No.: 864969-65-3
• Molecular Formula: C₂₃H₁₈F₂N₂O₅S
• Molecular Weight: 472.469
• Mol file: 864969-65-3.mol

Synonyms:3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate

Chemical Property of 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate

There total 3 articles about 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate 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: 49.0%

2-[2-(difluoromethoxy)benzylidene]benzo[b]thiophen-3(2H)-one 1,1-dioxide + 2-cyanoethyl 3-amino-2-butenoate (88977-32-6) → 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate (864969-65-3)

Guidance literature:

With acetic acid; In ethanol; for 3h; Heating;

DOI:10.1023/B:COHC.0000044578.17992.95

Reference yield:

o-difluoromethoxybenzaldehyde (71653-64-0) → 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate (864969-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / piperidine; acetic acid / 3 h / Heating

2: 49 percent / acetic acid / ethanol / 3 h / Heating

With piperidine; acetic acid; In ethanol; 2: Hantzsch cyclization;

DOI:10.1023/B:COHC.0000044578.17992.95

Reference yield:

1-benzothiophen-3(2H)-one 1,1-dioxide (1127-35-1) → 3-(2-cyanoethyl) 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate (864969-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / piperidine; acetic acid / 3 h / Heating

2: 49 percent / acetic acid / ethanol / 3 h / Heating

With piperidine; acetic acid; In ethanol; 2: Hantzsch cyclization;

DOI:10.1023/B:COHC.0000044578.17992.95

upstream raw materials:

2-cyanoethyl 3-amino-2-butenoate

o-difluoromethoxybenzaldehyde

1-benzothiophen-3(2H)-one 1,1-dioxide

Downstream raw materials:

4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylic acid

3-(isobutyryloxy)methyl 4-[2-(difluoromethoxy)phenyl]-2-methyl-5,5-dioxo-1,4-dihydrobenzothieno[3,2-b]pyridine-3-carboxylate