4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide

Base Information

• Chemical Name: 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide
• CAS No.: 59804-40-9
• Molecular Formula: C₁₄H₁₂N₂O₅S₂
• Molecular Weight: 352.392

Synonyms:4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide

Chemical Property of 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide

Chemical Property:

Purity/Quality:

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Technology Process of 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide

There total 8 articles about 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ⁶-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide 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: 75.0%

4-amino-phenol (123-30-8) + 4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide (59804-25-0) → 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide (59804-40-9)

Guidance literature:

In xylene; for 7h; Heating;

DOI:10.1021/jm00387a017

Reference yield:

3-chlorothiophene-2-carboxylic acid (59337-89-2) → 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide (59804-40-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 210 g / 1.) sodium bisulfite, NaOH, CuCl, 2.) KCl / H₂O / 16 h / 143 °C

2: POCl₃, PCl₅ / 1.5 h / Heating

3: 95 percent / CHCl₃ / 3 h / Heating

4: 71 percent / pyridine / 4 h / Ambient temperature

5: 58 percent / CH₃ONa / methanol; hexane / 6 h / Heating

6: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h

7: 75 percent / xylene / 7 h / Heating

With pyridine; sodium hydroxide; phosphorus pentachloride; potassium chloride; sodium methylate; sodium hydride; sodium hydrogensulfite; copper(l) chloride; trichlorophosphate; In methanol; hexane; chloroform; water; xylene;

DOI:10.1021/jm00387a017

Reference yield:

2-(carbomethoxy)thiophene-3-sulfonyl chloride (59337-92-7) → 4-hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-thieno[2,3-e][1,2]thiazine-3-carboxylic acid 4-hydroxy-anilide (59804-40-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / pyridine / 4 h / Ambient temperature

2: 58 percent / CH₃ONa / methanol; hexane / 6 h / Heating

3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 16 h

4: 75 percent / xylene / 7 h / Heating

With pyridine; sodium methylate; sodium hydride; In methanol; hexane; xylene;

DOI:10.1021/jm00387a017

upstream raw materials:

4-amino-phenol

4-hydroxy-3-methoxycarbonyl-2-methyl-2H-thieno[2,3-e]-1,2-thiazine,1,1-dioxide

3-chlorothiophene-2-carboxylic acid

2-(carbomethoxy)thiophene-3-sulfonyl chloride

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