5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one

Base Information

• Chemical Name: 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one
• CAS No.: 75473-32-4
• Molecular Formula: C₁₄H₁₂N₂O₂S
• Molecular Weight: 272.327
• Mol file: 75473-32-4.mol

Synonyms:

Chemical Property of 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one

There total 16 articles about 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-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: 56.0%

2-Amino-N-[3-(2-methoxy-benzoyl)-thiophen-2-yl]-acetamide (75473-27-7) → 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one (75473-32-4)

Guidance literature:

With acetic acid; for 0.25h; Heating;

DOI:10.1002/ardp.19803130704

Reference yield:

2-methyl-3-nitrobenzoyl chloride (39053-41-3) → 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one (75473-32-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) Mg, CCl₄ / 1.) EtOH, ether, reflux, 3 h, 2.) EtOH, ether, reflux, 10 min.

2: conc. H₂SO₄ / aq. acetic acid / 4 h / Heating

3: 99 percent / AlCl₃, Br₂ / CHCl₃ / 0.25 h / 50 °C

4: 64 percent / aq. ethanol / 1.5 h / 50 °C

5: 78 percent / Et₃N / dioxane / 0.75 h / Heating

6: K₂CO₃ / dioxane / 2 h / Ambient temperature

7: NaI / acetone / 1 h / Heating

8: 63 percent / conc. aq. NH₃ / CH₂Cl₂ / 48 h / Ambient temperature

9: Heating

With tetrachloromethane; ammonium hydroxide; aluminium trichloride; sulfuric acid; bromine; potassium carbonate; magnesium; triethylamine; sodium iodide; In 1,4-dioxane; ethanol; dichloromethane; chloroform; acetic acid; acetone;

DOI:10.1002/ardp.19803130704

Reference yield:

2-methoxy-benzonitrile (6609-56-9) → 5-(2-Methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one (75473-32-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 43 percent / Na / benzene / 1.) reflux, 5 h, 2.) room temp., 12 h

2: 90 percent / conc. aq. HCl

3: 42 percent / Et₃N / dioxane / 1.5 h / Heating

4: K₂CO₃ / dioxane / 2 h / Ambient temperature

5: NaI / acetone / 1 h / Heating

6: 75 percent / conc. aq. NH₃ / CH₂Cl₂ / 120 h / Ambient temperature

7: 56 percent / acetic acid / 0.25 h / Heating

With hydrogenchloride; ammonium hydroxide; sodium; potassium carbonate; acetic acid; triethylamine; sodium iodide; In 1,4-dioxane; dichloromethane; acetone; benzene;

DOI:10.1002/ardp.19803130704

upstream raw materials:

2-Amino-N-[3-(2-methoxy-benzoyl)-thiophen-2-yl]-acetamide

2-Amino-N-[3-(2-methyl-3-nitro-benzoyl)-thiophen-2-yl]-acetamide

isobutyric Acid

2-methyl-3-nitrobenzoyl chloride

Downstream raw materials:

7-Chloro-5-(2-methoxy-phenyl)-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one

5-(2-Methoxy-phenyl)-1-methyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one