2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide

Base Information

• Chemical Name: 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide
• CAS No.: 1310459-33-6
• Molecular Formula: C₂₃H₂₄N₂O₅S
• Molecular Weight: 440.52
• Mol file: 1310459-33-6.mol

Synonyms:2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide

Chemical Property of 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide

There total 6 articles about 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide 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:

(4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone (61018-80-2) + 2-Chloro-N-cyclohexylacetamide (23605-23-4) → 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide (1310459-33-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2020.127667

Reference yield:

2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)acetic acid (1310460-32-2) + cyclohexylamine (108-91-8,157973-60-9) → 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide (1310459-33-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1248/cpb.59.46

Reference yield:

(4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone (61018-80-2) → 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)-N-cyclohexylacetamide (1310459-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water / 12 h / 20 °C

2.1: lithium hydroxide / tetrahydrofuran; methanol; water / 5 h

2.2: pH 3 / Cooling with ice

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1248/cpb.59.46

upstream raw materials:

(4-hydroxy-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[e][1,2]thiazin-3-yl)-phenyl-methanone

ethyl 2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)acetate

2-(3-benzoyl-4-hydroxy-1,1-dioxido-2H-benzo[e][1,2]thiazin-2-yl)acetic acid

cyclohexylamine