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

Base Information

• Chemical Name: 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine
• CAS No.: 111113-12-3
• Molecular Formula: C₂₃H₁₅ClFN₅O
• Molecular Weight: 431.856
• Mol file: 111113-12-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine 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: 43.0%

4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide (103195-70-6) + trimethyl orthoformate (149-73-5) → 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine (111113-12-3)

Guidance literature:

With sulfuric acid; In ethanol; for 10h; Ambient temperature;

DOI:10.1021/jm00396a028

Reference yield:

(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one (103373-52-0) → 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine (111113-12-3)

Guidance literature:

Multi-step reaction with 5 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

4: NH₂NH₂ / methanol / 1.5 h / 23 °C

5: 43 percent / H₂SO₄ / ethanol / 10 h / Ambient temperature

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

DOI:10.1021/jm00396a028

Reference yield:

1,3-dihydro-5-(2-fluorophenyl)-3-(RS)-amino-2H-1,4-benzodiazepin-2-thione (103373-59-7) → 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine (111113-12-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: NH₂NH₂ / methanol / 1.5 h / 23 °C

3: 43 percent / H₂SO₄ / ethanol / 10 h / Ambient temperature

With sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; hydrazine; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00396a028

upstream raw materials:

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

trimethyl orthoformate

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

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