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inquiryProduct Name: Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide Synonyms: (4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid ethyl)1,1-dioxide;Ethyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide
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inquiryProduct name: 2-Methyl-4-Hydroxy-2H-1,2-Benzothiazine-3-Carboxylic Ethyl Ester-1,1-Dioxide CAS No,: 24683-26-9 Molecule Formula:C12H13NO5S Molecule Weight:283.30 Purity: 99.0% Package: 25kg/drum Description:White to off-white crystallin
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Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide cas 24683-26-9Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by ex
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inquiry4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
dimethyl sulfate
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With hydrogenchloride In water at 10℃; for 18h; pH=7.5; | 78.9% |
2-(Ethoxycarbonylmethyl-methyl-sulfamoyl)-benzoic acid ethyl ester
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 5.5h; | 76% |
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
methyl iodide
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 18h; | 72% |
With sodium methylate In N,N-dimethyl-formamide | |
With sodium hydroxide In ethanol; water at 20℃; for 24h; |
ethyl 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl) acetate
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / EtONa / ethanol / 1 h / 55 °C 2: 72 percent / aq. NaOH / ethanol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1) NaOEt / 1) room temperature, 7-10 min.; 2) room temperature, 2 h 2: 76 percent / lithium diisopropylamide / tetrahydrofuran / 5.5 h / -78 °C View Scheme | |
Multi-step reaction with 2 steps 1: NaOEt / ethanol 2: NaOMe / dimethylformamide View Scheme | |
Multi-step reaction with 2 steps 1: sodium methylate / dimethyl sulfoxide / 1 h / 30 °C 2: sodium hydroxide / water; ethanol / 24 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium / ethanol / 0.5 h / 70 °C / pH 8 - 9 2: hydrogenchloride / water / 18 h / 10 °C / pH 7.5 View Scheme |
saccharin sodium salt
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 72 percent / dimethylformamide / 3 h / 100 °C 2: 68 percent / EtONa / ethanol / 1 h / 55 °C 3: 72 percent / aq. NaOH / ethanol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 3 h / 75 °C 2: hydrogenchloride; sodium / ethanol / 0.5 h / 70 °C / pH 8 - 9 3: hydrogenchloride / water / 18 h / 10 °C / pH 7.5 View Scheme |
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Stage #1: 4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide With sodium hydroxide In ethanol; water Stage #2: methyl halide In ethanol; water at 20℃; for 12h; |
saccharin
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydride / N,N-dimethyl-formamide / 3.5 h / 80 °C / Cooling with ice 2: sodium methylate / dimethyl sulfoxide / 1 h / 30 °C 3: sodium hydroxide / water; ethanol / 24 h / 20 °C View Scheme |
5-methyl-2-thiazol-2-amine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
meloxicam
Conditions | Yield |
---|---|
In o-xylene for 24h; Product distribution / selectivity; Heating / reflux; | 95% |
In xylene at 139 - 140℃; for 32 - 37h; Product distribution / selectivity; Heating / reflux; Molecular sieve; | 92.48% |
trifluoromethylsulfonic anhydride
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; for 24.1667h; | 92% |
With pyridine In dichloromethane |
5-methyl-2-thiazol-2-amine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
1,2-dichloro-benzene
meloxicam
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane | 76% |
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carbohydrazide 1,1-dioxide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 2h; Reflux; | 68% |
4-chloro-aniline
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
N-(4'-chlorophenyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 140 - 150℃; for 12h; | 64% |
3-trifluoromethylaniline
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-hydroxy-2-methyl-N-[3-(trifluoromethyl)phenyl]-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 140 - 150℃; for 12h; | 60% |
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-amino-6-chloropyrazine
Conditions | Yield |
---|---|
60% |
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
aniline
4-hydroxy-2-methyl-N-phenyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 140 - 150℃; for 12h; | 57% |
4-trifluoromethylphenylamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-hydroxy-2-methyl-N-[4-(trifluoromethyl)phenyl]-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 140 - 150℃; for 12h; | 56% |
5-amino-3,4-dimethylisoxazol
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid (3,4-dimethyl-isoxazol-5-yl)-amide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; | 55% |
5-methylisoxazol-3-ylamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
isoxicam
Conditions | Yield |
---|---|
In xylene for 24h; Heating; | 49% |
5-amino-3-methylisoxazole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid (3-methyl-isoxazol-5-yl)-amide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; | 43% |
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
5-aminoisoxazole
4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid isoxazol-5-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; | 35% |
3-aminoisoxazole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid isoxazol-3-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; | 32% |
2-amino-4,5-dimethyloxazole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 4,5-dimethyl-oxazol-2-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; |
3-aminobenzisothiazole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid benzo[d]isothiazol-3-ylamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
2-amino-4-methyl-thiazole-5-carbonitrile
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 5-cyano-4-methyl-thiazol-2-ylamide
Conditions | Yield |
---|---|
In xylene Heating; |
5-amino-2,3-dimethylindole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 2,3-dimethyl-indol-5-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; |
4-phenyl-oxazol-2-ylamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 4-phenyl-oxazol-2-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; |
6-methoxybenzothiazol-2-ylamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 6-methoxy-benzothiazol-2-ylamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
2-(4-aminophenyl)-6-methyl-1,3-benzothiazole
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 4-(6-methyl-benzothiazol-2-yl)-anilide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; |
1H-indazol-5-ylamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 1(2)H-indazol-5-ylamide
Conditions | Yield |
---|---|
In xylene for 24h; Heating; |
1-amino-5,6,7,8-tetrahydronaphthalene
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 5,6,7,8-tetrahydro-naphthalen-4-ylamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
chloridazon
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 5-chloro-6-oxo-1-phenyl-1,6-dihydro-pyridazin-4-ylamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
meta-aminobenzoic acid
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
3-(2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carbonylamino)-benzoic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
anthranilic acid
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
2-(2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carbonylamino)-benzoic acid
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 120 - 140℃; |
ethanolamine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
6-methyl-7,7-dioxo-3,4,6,7-tetrahydro-2H-7λ6-benzo[5,6][1,2]thiazino[3,4-f][1,4]oxazepin-5-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In xylene Heating; |
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