8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one

Base Information

• Chemical Name: 8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one
• CAS No.: 187601-84-9
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30441381
• Mol file: 187601-84-9.mol

Synonyms:8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one;187601-84-9;8-METHOXY-1,2,3,4-TETRAHYDRO-1-BENZAZEPIN-5-ONE;SCHEMBL6409810;DTXSID30441381;8-methoxy-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one

Chemical Property of 8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one

Chemical Property:

• PSA: 38.33000
• LogP: 2.22160
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

≥99% ^*data from raw suppliers

8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)CCCN2

Technology Process of 8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one

There total 15 articles about 8-Methoxy-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one 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: 76.0%

8-methoxy-1-tosyl-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (187601-82-7) → 8-methoxy-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (187601-84-9)

Guidance literature:

With sulfuric acid; In acetic acid; at 80 ℃; for 2h;

Reference yield:

methyl 4-methoxy-2-((4-methylphenyl)sulfonamido)benzoate (93009-62-2) → 8-methoxy-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (187601-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) 80 deg C, 26 h

2: 70 percent / conc. aq. HCl / acetic acid; ethanol / 24 h / Heating

3: 76 percent / conc. H₂SO₄ / acetic acid / 2 h / 80 °C

With hydrogenchloride; sulfuric acid; sodium hydride; In ethanol; acetic acid; N,N-dimethyl-formamide;

Reference yield:

methyl 2-amino-4-methoxybenzoate (50413-30-4) → 8-methoxy-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (187601-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / pyridine / Ambient temperature

2: 74 percent / NaH / dimethylformamide / 1.) r.t., 2 h, 2.) 80 deg C, 26 h

3: 70 percent / conc. aq. HCl / acetic acid; ethanol / 24 h / Heating

4: 76 percent / conc. H₂SO₄ / acetic acid / 2 h / 80 °C

With pyridine; hydrogenchloride; sulfuric acid; sodium hydride; In ethanol; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

8-methoxy-1-tosyl-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one

6-methoxyisatin

8-methoxy-2,3,4,5-tetrahydro-1H-benzo[b]azepine

8-methoxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one