3-Ethoxy-5-methyl-1H-2-benzazepine

Base Information

• Chemical Name: 3-Ethoxy-5-methyl-1H-2-benzazepine
• CAS No.: 143265-98-9
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.268
• DSSTox Substance ID: DTXSID10567513
• Mol file: 143265-98-9.mol

Synonyms:143265-98-9;3-ETHOXY-5-METHYL-1H-2-BENZAZEPINE;1H-2-Benzazepine,3-ethoxy-5-methyl-(9CI);DTXSID10567513

Chemical Property of 3-Ethoxy-5-methyl-1H-2-benzazepine

Chemical Property:

• PSA: 21.59000
• LogP: 2.47410
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.115364102
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

99%min ^*data from raw suppliers

3-ETHOXY-5-METHYL-1H-2-BENZAZEPINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=NCC2=CC=CC=C2C(=C1)C

Technology Process of 3-Ethoxy-5-methyl-1H-2-benzazepine

There total 5 articles about 3-Ethoxy-5-methyl-1H-2-benzazepine 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: 71.0%

Methanesulfonic acid 3-ethoxy-4-methyl-1,4-dihydro-isoquinolin-4-ylmethyl ester (143265-92-3) → 3-ethoxy-4-methyl-1H-2-benzazepine (143265-93-4) + 3-ethoxy-5-methyl-1H-2-benzazepine (143265-98-9)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 0.5h;

Reference yield: 67.0%

4-bromomethyl-3-ethoxy-1,4-dihydro-4-methylisoquinoline (143265-97-8) → 3-ethoxy-4-methyl-1H-2-benzazepine (143265-93-4) + 3-ethoxy-5-methyl-1H-2-benzazepine (143265-98-9)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 25 ℃; for 0.0166667h;

Reference yield:

1,4-dihydro-3(2H)-isoquinolinone (24331-94-0) → 3-ethoxy-5-methyl-1H-2-benzazepine (143265-98-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / CH₂Cl₂ / 48 h / 25 °C

2: 1) n-BuLi / 1) hexane, THF, -70 deg C, 15 min, 2a) -70 deg C, 1 h, b) r t., 10 min

3: 1) n-BuLi / 1) hexane, THF, -70 deg C, 15 min, 2) -40 deg C, 15 h

4: N(Et)3 / CH₂Cl₂ / 0.25 h / -5 °C

5: 71 percent / KOtBu / dimethylsulfoxide / 0.5 h / other 1,4-dihydroquinolinemesylates; conversion of 1,4-dihydroquinolines to 2-benzazepines

With n-butyllithium; potassium tert-butylate; triethylamine; In dichloromethane; dimethyl sulfoxide;

upstream raw materials:

4-bromomethyl-3-ethoxy-1,4-dihydro-4-methylisoquinoline

Methanesulfonic acid 3-ethoxy-4-methyl-1,4-dihydro-isoquinolin-4-ylmethyl ester

1,4-dihydro-3(2H)-isoquinolinone

3-ethoxy-1,4-dihydroisoquinoline

Refernces