3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one

Base Information

• Chemical Name: 3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one
• CAS No.: 303776-89-8
• Molecular Formula: C₂₁H₂₁N₃O₄S
• Molecular Weight: 411.481
• Mol file: 303776-89-8.mol

Synonyms:3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one;

Chemical Property of 3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one

Chemical Property:

• Boiling Point: 585.0±60.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 109.14000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 3.96860

Purity/Quality:

97% ^*data from raw suppliers

3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Heterocyclic inhibitor of the RNA-dependent RNA polymerase enzyme transcribed by the Hepatitis C virus.

Technology Process of 3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one

There total 5 articles about 3-(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-1H-quinolin-2-one 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: 26.0%

1-(3-methylbutyl)-1H-benzo[d][1,3]oxazine-2,4-dione (57384-50-6) + (1,1-dioxo-1,4-dihydro-1λ6-benzo-[1,2,4]-thiadiazin-3-yl)acetic acid ethyl ester (53971-22-5) → 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-2(1H)-quinolinone (303776-89-8)

Guidance literature:

1-(3-methylbutyl)-1H-benzo[d][1,3]oxazine-2,4-dione; (1,1-dioxo-1,4-dihydro-1λ⁶-benzo-[1,2,4]-thiadiazin-3-yl)acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; for 1.5h; Heating;

With acetic acid; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/jm050855s

Reference yield:

isatoic anhydride (118-48-9) → 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-2(1H)-quinolinone (303776-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 58 percent / NaH / N,N-dimethyl-acetamide / 20 h / 20 °C

2.1: NaH / tetrahydrofuran / 1.5 h / Heating

2.2: 26 percent / acetic acid / tetrahydrofuran / 1 h / Heating

With sodium hydride; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1021/jm050855s

Reference yield:

isopentyl iodide (541-28-6) → 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)-2(1H)-quinolinone (303776-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 58 percent / NaH / N,N-dimethyl-acetamide / 20 h / 20 °C

2.1: NaH / tetrahydrofuran / 1.5 h / Heating

2.2: 26 percent / acetic acid / tetrahydrofuran / 1 h / Heating

With sodium hydride; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1021/jm050855s

upstream raw materials:

1-(3-methylbutyl)-1H-benzo[d][1,3]oxazine-2,4-dione

(1,1-dioxo-1,4-dihydro-1λ⁶-benzo-[1,2,4]-thiadiazin-3-yl)acetic acid ethyl ester

isatoic anhydride

isopentyl iodide