N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide

Base Information

• Chemical Name: N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide
• CAS No.: 1378520-60-5
• Molecular Formula: C₁₉H₁₇ClN₄O₃S
• Molecular Weight: 416.888
• Mol file: 1378520-60-5.mol

Synonyms:

Chemical Property of N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide

There total 5 articles about N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide 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-(4-hydroxy-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazin-3-yl)-ethanone (51015-24-8) → N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide (1378520-60-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / water; acetone / 20 °C

1.2: 0.58 h

2.1: hydrazine hydrate / 0.17 h / 65 °C / Microwave irradiation

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / Inert atmosphere

4.1: thionyl chloride / toluene / 0.5 h / Inert atmosphere; Reflux

5.1: triethylamine / toluene; tetrahydrofuran / 1 h / Reflux

With thionyl chloride; potassium carbonate; hydrazine hydrate; triethylamine; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1007/s00044-012-0062-6

Reference yield:

saccharin sodium salt (128-44-9) → N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide (1378520-60-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dimethyl sulfoxide / 3 h / 110 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

2.1: sodium hydroxide / water; acetone / 20 °C

2.2: 0.58 h

3.1: hydrazine hydrate / 0.17 h / 65 °C / Microwave irradiation

4.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / Inert atmosphere

5.1: thionyl chloride / toluene / 0.5 h / Inert atmosphere; Reflux

6.1: triethylamine / toluene; tetrahydrofuran / 1 h / Reflux

With thionyl chloride; potassium carbonate; hydrazine hydrate; triethylamine; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1007/s00044-012-0062-6

Reference yield:

3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl acetic acid (1378520-46-7) → N-(2-chlorophenyl)-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetamide (1378520-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / 0.5 h / Inert atmosphere; Reflux

2: triethylamine / toluene; tetrahydrofuran / 1 h / Reflux

With thionyl chloride; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1007/s00044-012-0062-6

upstream raw materials:

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

saccharin sodium salt

2,4-dihydro-3,4-dimethyl-5,5-dioxopyrazolo[4,3-c][1,2]benzothiazine-2-acetic acid methyl ester

o-chloroaniline