3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid

Base Information

• Chemical Name: 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid
• CAS No.: 1372591-37-1
• Molecular Formula: C₂₁H₁₇N₃O₅S
• Molecular Weight: 423.449
• Mol file: 1372591-37-1.mol

Synonyms:3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid

Chemical Property of 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid

There total 10 articles about 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid 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:

methyl 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylate (1372589-51-9) → 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid (1372591-37-1)

Guidance literature:

methyl 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

With hydrogenchloride; In water; pH=2 - 3;

Reference yield:

Methyl 3,4-diaminobenzoate (36692-49-6) → 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid (1372591-37-1)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; water; copper; potassium carbonate; cesium fluoride; sodium hydroxide; palladium diacetate; DavePhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; chlorobenzene; 3.1: Suzuki Coupling;

Reference yield:

methyl 2-iodo 4-chlorobenzoate (181765-85-5) → 3-(2-(N-methylsulfonamido)phenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylic acid (1372591-37-1)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; water; copper; potassium carbonate; cesium fluoride; sodium hydroxide; palladium diacetate; DavePhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; 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

Downstream raw materials:

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

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

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