N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide

Base Information

• Chemical Name: N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide
• CAS No.: 1240500-31-5
• Molecular Formula: C₁₇H₁₂ClNO₂S
• Molecular Weight: 329.807
• Mol file: 1240500-31-5.mol

Synonyms:

Chemical Property of N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide

There total 9 articles about N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-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:

C10H4Cl2O2S + p-toluidine (106-49-0,12221-03-3) → N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide (1240500-31-5)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 20 ℃; Reflux;

DOI:10.1007/s10593-010-0484-3

Reference yield:

6-aminophthalide (57319-65-0) → N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide (1240500-31-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 - 5 °C

1.2: 0 °C / Heating

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Heating

3.1: water / 3 h / Heating

4.1: acetic acid; triethylamine / 2 h / Reflux

5.1: water; potassium hydroxide / 3 h / Reflux

6.1: thionyl chloride / 1,4-dioxane / 1 h / Reflux

7.1: triethylamine / 1,4-dioxane / 20 °C / Reflux

With hydrogenchloride; N-Bromosuccinimide; thionyl chloride; water; acetic acid; triethylamine; potassium hydroxide; sodium nitrite; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; water; 1.1: Sandmeyer reaction / 1.2: Sandmeyer reaction;

DOI:10.1007/s10593-010-0484-3

Reference yield:

3-bromo-6-chloro-2-benzofuran-1-(3H)-one (40125-48-2) → N-(4-methylphenyl)-7-chloro-1-oxo-1H-isothiochromene-3-carboxamide (1240500-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1: water / 3 h / Heating

2: acetic acid; triethylamine / 2 h / Reflux

3: water; potassium hydroxide / 3 h / Reflux

4: thionyl chloride / 1,4-dioxane / 1 h / Reflux

5: triethylamine / 1,4-dioxane / 20 °C / Reflux

With thionyl chloride; water; acetic acid; triethylamine; potassium hydroxide; In 1,4-dioxane;

DOI:10.1007/s10593-010-0484-3

upstream raw materials:

2-benzofuran-1(3H)-one

6-aminophthalide

6-chlorophthalide

5-chloro-2-[(4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]benzoic acid