1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione

Base Information

• Chemical Name: 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione
• CAS No.: 103373-58-6
• Molecular Formula: C₂₂H₁₅ClFN₃OS
• Molecular Weight: 423.898
• Mol file: 103373-58-6.mol

Synonyms:1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione

Chemical Property of 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione

There total 3 articles about 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione 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:

1,3-dihydro-5-(2-fluorophenyl)-3-(RS)-amino-2H-1,4-benzodiazepin-2-thione (103373-59-7) + para-chlorobenzoic acid (74-11-3) → 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione (103373-58-6)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 18h;

DOI:10.1021/jm00396a028

Reference yield:

(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one (103373-52-0) → 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione (103373-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Lawesson's reagent / toluene / 1.5 h / Heating

2: HBr gas / CH₂Cl₂; acetic acid / 6 h

3: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, Et₃N / dimethylformamide / 18 h / 23 °C

With Lawessons reagent; hydrogen bromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00396a028

Reference yield:

<5-(2-fluorophenyl)-2,3-dihydro-2-thioxo-1H-1,4-benzodiazepin-3-yl>carbamic acid phenyl methyl ester (103373-53-1) → 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione (103373-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr gas / CH₂Cl₂; acetic acid / 6 h

2: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, Et₃N / dimethylformamide / 18 h / 23 °C

With hydrogen bromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00396a028

upstream raw materials:

1,3-dihydro-5-(2-fluorophenyl)-3-(RS)-amino-2H-1,4-benzodiazepin-2-thione

para-chlorobenzoic acid

(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one

<5-(2-fluorophenyl)-2,3-dihydro-2-thioxo-1H-1,4-benzodiazepin-3-yl>carbamic acid phenyl methyl ester

Downstream raw materials:

4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide

6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine