N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Base Information

Chemical Name:N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide
CAS No.:59804-42-1
Molecular Formula:C₁₄H₁₁ClN₂O₄S₂
Molecular Weight:370.837
Hs Code.:

Synonyms:N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

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Chemical Property of N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

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Technology Process of N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

There total 9 articles about N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide 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: 78.0%

: 868522-78-5
2-{[(4-hydroxy-2-methyl-1,1-dioxido-2H-thieno[2,3-e][1,2]thiazine-3-yl)carbonyl]amino}-1-methylpyridinium

: 108-42-9
3-chloro-aniline

: 59804-42-1
N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

Guidance literature:: In N,N-dimethyl-formamide; at 140 ℃; for 10h;
DOI:10.1002/hlca.200590171

Reference yield:

: 59337-89-2
3-chlorothiophene-2-carboxylic acid

: 59804-42-1
N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

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: 70 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:

: 59337-92-7
2-(carbomethoxy)thiophene-3-sulfonyl chloride

: 59804-42-1
N-(3-chlorophenyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e][1,2]thiazine-3-carboxamide 1,1-dioxide

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: 70 percent / xylene / 7 h / Heating

With pyridine; sodium methylate; sodium hydride; In methanol; hexane; xylene;
DOI:10.1021/jm00387a017