4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid

Base Information

• Chemical Name: 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid
• CAS No.: 156578-98-2
• Molecular Formula: C₁₆H₁₅NO₄S₂
• Molecular Weight: 349.431
• Mol file: 156578-98-2.mol

Synonyms:4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid

Chemical Property of 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid

There total 11 articles about 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid 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: 98.0%

4-(Toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-carboxylic acid methyl ester (185540-74-3) → 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid (156578-98-2)

Guidance literature:

With sodium hydroxide; In methanol; for 3h; Heating;

DOI:10.1021/jm9605288

Reference yield: 98.0%

C16H14N2O2S2 (1433218-50-8) → 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid (156578-98-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 12h; Reflux;

DOI:10.1021/ol400618k

Reference yield:

4-amino-3-mercaptobenzoic acid hydrochloride (1571-66-0) → 4-tosyl-3,4-dihydro-2H-benzo[b][1,4]-thiazine-7-carboxylic acid (156578-98-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / NaOH / ethanol; H₂O / 3.5 h / Ambient temperature

2: 78 percent / HCl (gas) / Ambient temperature

3: 87 percent / pyridine / 5 h / 60 °C

4: 68 percent / NaH / toluene / 2 h / 100 °C

5: 98 percent / 1N aq. NaOH / methanol / 3 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; sodium hydride; In methanol; ethanol; water; toluene;

DOI:10.1021/jm9605288

upstream raw materials:

4-(Toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-carboxylic acid methyl ester

4-amino-3-mercaptobenzoic acid hydrochloride

p-toluenesulfonyl chloride

4-Amino-3-(2-chloro-ethylsulfanyl)-benzoic acid

Downstream raw materials:

(S)-2-{[4-(Toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-carbonyl]-amino}-hexanedioic acid dimethyl ester

(S)-2-{[4-(Toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-carbonyl]-amino}-pentanedioic acid diethyl ester