7625-01-6

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 3-METHYL-4H-1,4-BENZOTHIAZINE-2-CARBOXYLATE is used as an intermediate in the synthesis of various pharmaceuticals for its potential biological activities. Its anti-inflammatory and anti-cancer properties make it a valuable component in developing new drugs to treat a range of medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 3-METHYL-4H-1,4-BENZOTHIAZINE-2-CARBOXYLATE is utilized as an intermediate in the production of agrochemicals. Its role in creating effective compounds for agricultural applications contributes to enhancing crop protection and yield.
Given the compound's potential applications and the ongoing research into its biological activities, further exploration into its uses in both the pharmaceutical and agrochemical industries is essential to maximize its benefits and understand its full potential.

InChI:InChI=1/C12H13NO2S/c1-3-15-12(14)11-8(2)13-9-6-4-5-7-10(9)16-11/h4-7,13H,3H2,1-2H3

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 57031-90-0 ethyl (Z)-3-hydroxy-2-butenoate 
• 141-97-9 ethyl acetoacetate 
• 1141-88-4 2-Aminophenyl disulfide 
• 5065-81-6 ethyl 3-(butylamino)but-2-enoate 
• 923001-77-8 C₈H₁₆N₂O₂ 
• 6287-35-0 ethyl 3-anilinocrotonate 
• 64-17-5 ethanol 
• 72324-39-1 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 67434-68-8 Ethyl acetoacetate 
• 66155-41-7 ethyl (2-methyl-2,3-dihydro-benzothiazol-2-yl)-acetate 

Downstream Products

• 53847-70-4 3-methyl-5-oxo-1-phenyl-4-phenyldiazenyl-1,2-diazacyclopent-3-ene 
• 1141-88-4 2-Aminophenyl disulfide 
• 169058-58-6 C₁₈H₁₆N₄OS₂ 
• 169058-57-5 C₁₈H₁₆N₄S₂ 
• 169058-56-4 C₁₇H₁₃BrN₄S₂ 
• 169058-55-3 C₁₇H₁₃ClN₄S₂ 
• 169058-54-2 C₁₇H₁₄N₄S₂ 
• 169058-47-3 C₁₀H₁₁N₃OS 
• 169058-87-1 C₁₉H₁₇ClN₄O₂S 
• 169058-75-7 C₁₈H₁₆N₄O₂S 
• 169058-74-6 C₁₈H₁₆N₄OS 
• 169058-73-5 C₁₇H₁₃BrN₄OS 
• 169058-72-4 C₁₇H₁₃ClN₄OS 
• 169058-71-3 C₁₇H₁₄N₄OS 

Relevant academic research and scientific papers

Graphene oxide (GO): An efficient carbocatalyst for the benign synthesis of functionalized 1,4-benzothiazines

Graphene oxide (GO) has been found to be highly efficient and recyclable carbocatalyst for the benign construction of heterocyclic molecule 1,4-benzothiazine from 2-aminothiophenol and 1,3-dicarbonyl compound. A vast range of highly functionalized 1,4-ben

Novel synthesis of 1,4-benzothiazines in water accelerated by β-cyclodextrin

Novel one-pot synthetic protocol has been developed for obtaining 2, 3-disubstituted 1,4-benzothiazines with excellent yields, carrying cyclocondensation of 1,3-dicarbonyl compounds with substituted 2-(2-(2-aminophenyl)disulfanyl)benzenamines, under supra

A facile and green synthesis of "5-(3-methyl-7-substituted-4H-1, 4-benzothiazin-2-yl)-4-aryl-4H-1, 2, 4-triazole-3-thiols" under ultrasound irradiation

A series of novel 3-methyl-7-substituted-4H-1, 4-benzothiazine-2- carbohydrazide & corresponding thiosemicarbazide have been synthesized. The 1, 4-benzothiazine thiosemicarbazides i.e. 2-[(3-methyl-7-substituted-4H-1, 4-benzothiazin-2-yl) carbonyl]-N-aryl-hydrazine carbothiamide when cyclised with 2N sodium hydroxide via intramolecular dehydrative cyclisation gave benzothiazonyl triazoles. The given procedure is in 4-steps. The final step is an intramolecular cyclisation is achieved by ultrasound irradiation & also by conventional method. In general, substantial improvement in rates and increase in modest yields observed when reactions are carried out under sonication, compared with classical heating method. The structures of these compounds have been elucidated by spectral (IR, 1H NMR) analysis.

Synthesis and antimicrobial activity of some new 1, 4-benzothiazine containing thiosemicarbazides and 1, 3, 4-oxadiazole derivatives

A series of novel 3- methyl-7-substituted-4H-1,4-benzothiazine-2- carbohydrazide (3a-e) and corresponding thiosemicarbazides (4-a-q); 2-[3-methyl-7-substituted- 4H -1, 4-benzothiazine-2-yl]-N-(aryl) hydrazine carbothiamide have been synthesized. The thiosemicarbazide when cyclized with iodine via intramolecular cyclisation gave benzothiazonyl oxadiazoles (5-a-q); 5-(3-methyl -7-substitued-4H- 1,4-benzothiazin-2-yl)- N -aryl- 1,3,4- oxadiazol -2-amine and the compounds were tested for antibacterial and antifungal activities against different microorganisms.

Synthesis and antimicrobial activity of morpholinyl/ piperazinylbenzothiazines

Structurally diverse morpholinyl/piperazinylbenzothiazines have been synthesized in quantitative yields by the reaction of substituted 1,4-benzothiazines with morpholine/N-(2-hydroxyethyl)piperazine. 1,4-Benzothiazines were prepared by the reaction of substituted 2-aminobenzenethiols with b-ketoesters. The structures of the synthesized compounds were confirmed by their analytical and spectroscopic data. The synthesized compounds were evaluated for their antimicrobial activity against bacterial species; E. coli and Bacillus cereus. Some of the synthesized compounds have shown significant activity against microorganisms.

Microwave assisted one-pot synthesis of nitrogen and oxygen containing heterocycles from acyl Meldrum's acid

One-pot syntheses of biologically active nitrogen and oxygen containing heterocyclic compounds such as uracils and thiouracils and 1,4-benzothiazines, 4-methylcoumarins and 4H-1,4- dihydropyridines, using acyl Meldrum's acids are reported.

Baker's yeast catalyzed synthesis of 1,4-benzothiazines, performed under ultrasonication

An efficient and simple one pot method has been developed for the synthesis of 1,4-benzothiazines by allowing the condensation of 2-aminobenzenethiols and 1,3-dicarbonyls using cheaper biocatalyst, baker's yeast. The role of ultrasonication in the rate expediting of the condensation has been discussed.

Reactions of 1,2-diaza-1,3-dienes with thiol derivatives: a versatile construction of nitrogen/sulfur containing heterocycles

The synthesis of substituted 2,3-dihydro-1,4-thiazines, fused cycloalkyl-1,4-thiazines, 1,4-benzothiazines and fused cycloalkyl-1,4-benzothiazines by 1,4-addition of 1,2-aminothiols to 1,2-diaza-1,3-dienes bearing carboxylate, carboxamide, or phosphorylated groups and subsequent internal heterocyclization is described. The reaction of carboxylated 1,2-diaza-1,3-butadienes with 2-(butylamino)ethanethiol affords 1,4-thiazinan-3-ones. The solid-phase reaction of polymer-bound 1,2-diaza-1,3-butadienes with 1,2-aminothiols produces 2,3-dihydro-1,4-thiazines and 1,4-benzothiazines.

One-pot multi-component approach to the synthesis of 1,4-benzothiazines in aqueous media

A new and rapid synthetic strategy for the oxidative cyclocondensation of 2-aminobenzenethiol and 1,3-dicarbonyls has been developed in order to obtain 2,3-disubstituted 1,4-benzothiazines at ambient temperature and in aqueous media. A mechanism is presen

Nucleophilic addition of enaminones to the S-S dimer of 2-aminobenzenethiol

Nucleophilic addition of β-amino α,β-unsaturated ketones and esters to the S-S dimer of 2-aminobenzenethiol which acts as an electrophile, followed by cyclization, lead to 4H-1,4-benzothiazine derivatives. ARKAT.