Home >Pharmaceutical > Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
- Chemical Name: Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
- CAS No.: 35511-14-9
99% Purity Commercial production Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide 35511-14-9 with Cheapest Price
- Molecular Formula: C10H9NO5S
- Molecular Weight: 255.251
- Vapor Pressure: 0mmHg at 25°C
- Melting Point: 168-170°C
- Refractive Index: 1.639
- Boiling Point: 447.025 °C at 760 mmHg
- Flash Point: 224.153 °C
- PSA： 101.08000
- Density: 1.568 g/cm3
- LogP: 1.78770
Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide(Cas 35511-14-9) Usage
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Synthesis Reference(s) |
Journal of Medicinal Chemistry, 14, p. 1171, 1971 DOI: 10.1021/jm00294a008 |
InChI:InChI=1/C10H9NO5S/c1-16-10(13)8-9(12)6-4-2-3-5-7(6)17(14,15)11-8/h2-5,11-12H,1H3
35511-14-9 Relevant articles
Synthesis, cytotoxic and antioxidant activities of azolyl benzothiazine carboxamides
Panga, Siva Sankar,Tamatam, Rekha,Adivireddy, Padmaja,Venkatapuram, Padmavathi,Narra, Siva Krishna,Paturu, Kondaiah
, p. 3053 - 3075 (2019)
Abstract: Azolyl benzothiazine carboxami...
A facile synthesis of novel biologically active 4-hydroxy-N′-(benzylidene)-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxides
Zia-ur-Rehman, Muhammad,Choudary, Jamil Anwar,Elsegood, Mark Robert James,Siddiqui, Hamid Latif,Khan, Khalid Mohammad
, p. 1311 - 1316 (2009)
A novel series of potentially biological...
Hybrid compounds from chalcone and 1,2-benzothiazine pharmacophores as selective inhibitors of alkaline phosphatase isozymes
Ashraf, Adnan,Ejaz, Syeda Abida,Rahman, Shafiq Ur,Siddiqui, Waseeq Ahmad,Arshad, Muhammad Nadeem,Lecka, Joanna,Sévigny, Jean,Zayed, Mohie E. Moustafa,Asiri, Abdullah M.,Iqbal, Jamshed,Hartinger, Christian G.,Hanif, Muhammad
, p. 282 - 291 (2018)
Chalcones and 1,2-benzothiazines are two...
A facile one-pot synthesis of 4-hydroxy-3-methoxycarbonyl-2-methyl-2H-1,2-benzothiazine 1,1-dioxide, a key intermediate in the synthesis of oxicam anti-inflammatory agents
Manjarrez,Perez,Solis,Luna
, p. 1405 - 1410 (1996)
4-Hydroxy-3-methoxycarbonyl-2-methyl-2H-...
New quaternary ammonium oxicam derivatives targeted toward cartilage: Synthesis, pharmacokinetic studies, and antiinflammatory potency
Nicolas, Colette,Verny, Michel,Giraud, Isabelle,Ollier, Monique,Rapp, Maryse,Maurizis, Jean-Claude,Madelmont, Jean-Claude
, p. 5235 - 5240 (1999)
Analogues of nonsteroidal antiinflammato...
Synthesis, monoamine oxidase inhibition activity and molecular docking studies of novel 4-hydroxy-N′-[benzylidene or 1-phenylethylidene]-2-H/methyl/benzyl-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides
Saddique, Furqan Ahmad,Zaib, Sumera,Jalil, Saquib,Aslam, Sana,Ahmad, Matloob,Sultan, Sadia,Naz, Humera,Iqbal, Mazhar,Iqbal, Jamshed
, p. 1373 - 1386 (2017/11/13)
Three series of 4-hydroxy-N′-[benzyliden...
Stereopure Functionalized Benzosultams via Ruthenium(II)-Catalyzed Dynamic Kinetic Resolution-Asymmetric Transfer Hydrogenation
Jeran, Marko,Cotman, Andrej Emanuel,Stephan, Michel,Mohar, Barbara
supporting information, p. 2042 - 2045 (2017/04/28)
A highly diastereo- and enantioselective...
35511-14-9 Process route
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![methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide](/upload/2026/10/401586f36c66439a840dbfbf8b7c0400_93ac8e59-ca19-4d32-adcb-82ce36314d43.png)
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6639-62-9
methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide
-
-
35511-14-9
methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
| Conditions | Yield |
|---|---|
|
With
sodium methylate;
In
methanol;
at 55 ℃;
for 0.5h;
Inert atmosphere;
|
87%
|
|
methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide;
With
sodium methylate;
In
methanol;
at 55 ℃;
for 0.5h;
Inert atmosphere;
With
hydrogenchloride;
In
methanol; water;
pH=3;
Cooling with ice;
|
82.9%
|
|
methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide;
With
sodium methylate;
In
methanol;
at 55 ℃;
for 0.5h;
Inert atmosphere;
With
hydrogenchloride;
In
methanol; water;
pH=Ca. 3;
Cooling with ice;
|
82.9%
|
|
With
sodium methylate;
In
methanol;
at 60 ℃;
|
82%
|
|
With
sodium methylate;
In
methanol;
at 55 ℃;
Inert atmosphere;
|
78%
|
|
With
sodium methylate;
In
methanol;
for 0.583333h;
Reflux;
Inert atmosphere;
|
70%
|
|
With
sodium methylate;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.5h;
|
68%
|
|
With
sodium methylate;
In
dimethyl sulfoxide;
|
68%
|
|
With
sodium methylate;
In
dimethyl sulfoxide;
at 30 ℃;
for 0.0666667h;
|
64.2%
|
|
With
methanol; sodium;
at 60 ℃;
for 0.5h;
Inert atmosphere;
|
55%
|
|
With
sodium methylate;
In
methanol;
for 4h;
Reflux;
|
50%
|
|
With
sodium methylate;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.616667h;
|
36.9%
|
|
With
sodium methylate;
In
dimethyl sulfoxide;
at 30 ℃;
for 1.25h;
|
|
|
With
sodium hydride; dimethyl sulfoxide;
Yield given. Multistep reaction;
30 min, 0 deg C;
|
|
|
With
methanol; sodium methylate;
In
toluene;
at 80 ℃;
for 4h;
|
|
|
With
sodium methylate;
In
dimethyl sulfoxide;
|
|
|
Multi-step reaction
with
2
steps
1: 92 percent / methanol / 0.08 h
2: NaH / dimethylformamide / 0.25 h / Ambient temperature
With
sodium hydride;
In
methanol; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction
with
2
steps
1: 92 percent / methanol / 0.02 h / 20 °C
2: methanol / Heating
In
methanol;
|
|
|
With
hydrogenchloride; sodium methylate; sodium;
In
methanol; N,N-dimethyl-formamide;
|
|
|
With
sodium methylate;
In
methanol;
at 60 ℃;
|
|
|
With
sodium methylate;
In
methanol;
for 1h;
Inert atmosphere;
Reflux;
|
-
-
81-07-2
saccharin
-
-
35511-14-9
methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
| Conditions | Yield |
|---|---|
|
Multi-step reaction
with
2
steps
1.1: NaH / dimethylformamide / 0.17 h / 0 °C
1.2: 65 percent / 3.5 h / 20 - 80 °C
2.1: 64.2 percent / MeONa / dimethylsulfoxide / 0.07 h / 30 °C
With
sodium methylate; sodium hydride;
In
dimethyl sulfoxide; N,N-dimethyl-formamide;
|
|
|
Multi-step reaction
with
2
steps
1: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, 4 h
2: 25percent MeONa/MeOH / toluene / 4 h / 80 °C
With
methanol; sodium methylate; sodium hydride;
In
toluene;
|
|
|
Multi-step reaction
with
2
steps
1.1: sodium hydride / N,N-dimethyl-formamide
1.2: 5 h / 130 °C
2.1: sodium methylate / methanol / 60 °C
With
sodium methylate; sodium hydride;
In
methanol; N,N-dimethyl-formamide;
|
35511-14-9 Upstream products
-
6639-62-9
methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide
-
66366-27-6
(1,1,3-trioxo-1,3-dihydro-1λ6 -benzo[d ]isothiazol-2-yl)-acetic acid tert -butyl ester
-
124-41-4
sodium methylate
-
110-80-5
2-ethoxy-ethanol
35511-14-9 Downstream products
-
35511-15-0
methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
-
5510-09-8
1,1-dioxo-2,3-dihydro-1H-1λ6 -benzo[e][1,2]thiazin-4-one
-
71125-38-7
4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
-
35511-21-8
methyl 2-benzyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide