5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one

Base Information

• Chemical Name: 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one
• CAS No.: 185803-05-8
• Molecular Formula: C₂₄H₂₁ClN₂O₃
• Molecular Weight: 420.895
• Mol file: 185803-05-8.mol

Synonyms:5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one

Chemical Property of 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one

There total 4 articles about 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-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: 75.0%

5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one (5814-41-5) + [4-(3-Chloro-propoxy)-phenyl]-acetyl chloride (117535-96-3) → 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one (185803-05-8)

Guidance literature:

With N,N-dimethyl-aniline; In tetrahydrofuran; for 8h; Heating;

DOI:10.1248/cpb.46.53

Reference yield:

Methyl 4-hydroxyphenylacetate (14199-15-6) → 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one (185803-05-8)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / acetonitrile / 7 h / 80 °C

2: 1N aq. NaOH / methanol / 5 h / Ambient temperature

3: SOCl₂, DMF / dioxane / 1 h / 70 °C

4: 75 percent / N,N-dimethylaniline / tetrahydrofuran / 8 h / Heating

With sodium hydroxide; thionyl chloride; potassium carbonate; N,N-dimethyl-aniline; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile;

DOI:10.1248/cpb.46.53

Reference yield:

4-(3-chloropropoxy)phenylacetic acid (69182-93-0) → 5-{2-[4-(3-Chloro-propoxy)-phenyl]-acetyl}-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-one (185803-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, DMF / dioxane / 1 h / 70 °C

2: 75 percent / N,N-dimethylaniline / tetrahydrofuran / 8 h / Heating

With thionyl chloride; N,N-dimethyl-aniline; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1248/cpb.46.53

upstream raw materials:

5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one

[4-(3-Chloro-propoxy)-phenyl]-acetyl chloride

Methyl 4-hydroxyphenylacetate

4-(3-chloropropoxy)phenylacetic acid