3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide

Base Information

• Chemical Name: 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide
• CAS No.: 1372589-57-5
• Molecular Formula: C₂₁H₁₈N₄O₄S
• Molecular Weight: 422.464
• Mol file: 1372589-57-5.mol

Synonyms:3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide

Chemical Property of 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide

There total 11 articles about 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide 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:

3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid (1372591-37-1) → 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide (1372589-57-5)

Guidance literature:

With ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 18h;

Reference yield:

Methyl 3,4-diaminobenzoate (36692-49-6) → 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide (1372589-57-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; copper / chlorobenzene / 135 °C

2.1: hydrogenchloride / water; methanol / Reflux

3.1: cesium fluoride / DavePhos; palladium diacetate / N,N-dimethyl acetamide; methanol / 48 h / Inert atmosphere; Reflux

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

4.2: pH 2 - 3

5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium chloride / N,N-dimethyl-formamide / 18 h / 25 °C

With hydrogenchloride; water; copper; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cesium fluoride; sodium hydroxide; palladium diacetate; DavePhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; chlorobenzene; 3.1: Suzuki Coupling;

Reference yield:

methyl 2-iodo 4-chlorobenzoate (181765-85-5) → 3-{2-[(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxamide (1372589-57-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; copper / chlorobenzene / 18 h / Reflux

2.1: hydrogenchloride / water; methanol / 18 h / Reflux

3.1: cesium fluoride / DavePhos; palladium diacetate / N,N-dimethyl acetamide; methanol / 48 h / Inert atmosphere; Reflux

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

4.2: pH 2 - 3

5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium chloride / N,N-dimethyl-formamide / 18 h / 25 °C

With hydrogenchloride; water; copper; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cesium fluoride; sodium hydroxide; palladium diacetate; DavePhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; chlorobenzene; 3.1: Suzuki Coupling;

upstream raw materials:

Methyl 3,4-diaminobenzoate

methyl 2-iodo 4-chlorobenzoate

methyl 2-{[2-amino-4-(methoxycarbonyl)phenyl]amino}-4-chlorobenzoate

methyl 3-chloro-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylate