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

Base Information

• Chemical Name: 4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide
• CAS No.: 103195-70-6
• Molecular Formula: C₂₂H₁₇ClFN₅O
• Molecular Weight: 421.861
• Mol file: 103195-70-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide 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-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione (103373-58-6) → 4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide (103195-70-6)

Guidance literature:

With hydrazine; In methanol; at 23 ℃; for 1.5h;

DOI:10.1021/jm00396a028

Reference yield:

1,3-dihydro-5-(2-fluorophenyl)-3-(RS)-amino-2H-1,4-benzodiazepin-2-thione (103373-59-7) → 4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide (103195-70-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: NH₂NH₂ / methanol / 1.5 h / 23 °C

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

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) → 4-Chloro-N-[5-(2-fluoro-phenyl)-2-hydrazono-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-benzamide (103195-70-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: NH₂NH₂ / methanol / 1.5 h / 23 °C

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

DOI:10.1021/jm00396a028

upstream raw materials:

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

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

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

Downstream raw materials:

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