ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate

Base Information

• Chemical Name: ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate
• CAS No.: 200122-34-5
• Molecular Formula: C₂₂H₂₀N₂O₃S
• Molecular Weight: 392.478
• Mol file: 200122-34-5.mol

Synonyms:ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate

Chemical Property of ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate

There total 18 articles about ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-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: 100.0%

ethyl 6-(4-nitrobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate (200122-33-4) → ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate (200122-34-5)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; water; at 25 ℃; Reagent/catalyst; Solvent; Temperature;

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate (200122-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 50 °C

2: zinc; acetic acid / acetonitrile / 6 h

With dmap; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In N,N-dimethyl-formamide; acetonitrile;

Reference yield:

1,2,3,4-tetrahydro-5H-benzo[b] azepin-5-one (1127-74-8) → ethyl 6-(4-aminobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate (200122-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / dichloromethane; water / 19.5 h / 18 - 25 °C / Large scale

2.1: trichlorophosphate / 1.5 h / 0 - 5 °C / Large scale

2.2: 19 h / 0 - 80 °C / Inert atmosphere; Large scale

3.1: pyridine; triethylamine / 20 h / 10 - 70 °C / Inert atmosphere; Large scale

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / tetrahydrofuran; water; ethanol / 25 °C / Flow reactor

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water;

upstream raw materials:

1-tosyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

methyl N-tosylanthranilate

4-nitro-benzoyl chloride

ethyl 6-(4-nitrobenzoyl)-5,6-dihydro-4H-benzo[b]thieno[2,3-d]azepine-2-carboxylate

Downstream raw materials:

C₃₅H₃₁N₅O₃S₂

C₃₂H₃₀N₄O₄S

C₃₀H₂₅N₄O₄S^(1-)*Na⁽¹⁺⁾

C₂₈H₂₂BrN₃O₄S