5510-10-1

Basic information

• Product Name: 4-[(2-bromo-5-chlorophenyl)sulfonyl]morpholine
• Synonyms: 2-methyl-1,1-dioxo-3H-1$l^{6},2-benzothiazin-4-one;2-Methyl-2H-1,2-benzothiazin-4(3H)-one 1,1-Dioxide;2-Methyl-2H-benzo[e][1,2]thiazin-4(3H)-one 1,1-dioxide;2,3-Dihydro-2-methyl-4H-1,2-benzothiazin-4-one 1,1-Dioxide
• CAS NO: 5510-10-1
• Molecular Formula: C₉H₉NO₃S
• Molecular Weight: 340.6212
• Mol File: 5510-10-1.mol

Chemical Properties

• Boiling Point: 454.9°C at 760 mmHg
• Flash Point: 228.9°C
• Density: 1.67g/cm³
• Vapor Pressure: 1.84E-08mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 4-[(2-bromo-5-chlorophenyl)sulfonyl]morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(2-bromo-5-chlorophenyl)sulfonyl]morpholine(5510-10-1)
• EPA Substance Registry System: 4-[(2-bromo-5-chlorophenyl)sulfonyl]morpholine(5510-10-1)

Safety Data

• Hazardous Substances Data: 5510-10-1(Hazardous Substances Data)

Upstream product

• 35511-15-0 methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide 
• 5592-60-9 2-methyl-2,3-dihydro-spiro[benzo[e][1,2]thiazine-4,2'-[1,3]dioxolane] 1,1-dioxide 
• 5510-31-6 2,3-dihydro-spiro[benzo[e][1,2]thiazine-4,2'-[1,3]dioxolane] 1,1-dioxide 
• 40506-05-6 1,1-dioxo-2-(2-oxo-propyl)-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 
• 81-07-2 saccharin 
• 5510-09-8 1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one 
• 128-44-9 saccharin sodium salt 
• 74-88-4 methyl iodide 
• 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 

Downstream Products

• 40713-48-2 2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-3-carboxylic acid biphenyl-4-ylamide 
• 40713-45-9 2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-3-carboxylic acid 2-nitro-anilide 
• 144689-05-4 2-Methyl-1,1-dioxo-3-[(E)-3-phenyl-prop-2-en-(Z)-ylidene]-2,3-dihydro-1H-1λ⁶-benzo[e][1,2]thiazin-4-one 
• 1242052-05-6 (4-hydroxy-2-methyl-1,1-dioxo-2H-benzo[e][1,2]thiazin-3-yl)(3,4-dichlorophenyl)methanone 
• 1242050-95-8 (4-hydroxy-2-methyl-1,1-dioxo-2H-benzo[e][1,2]thiazin-3-yl)(2,4-dichlorophenyl)methanone 

Relevant articles and documents

Stereopure Functionalized Benzosultams via Ruthenium(II)-Catalyzed Dynamic Kinetic Resolution-Asymmetric Transfer Hydrogenation

A highly diastereo- and enantioselective Ru(II)-catalyzed dynamic kinetic resolution-asymmetric transfer hydrogenation (DKR-ATH) of α-(N-sulfonylimino) and α-(N-sulfonylamino) aryl ketones to 4-hydroxy-benzo-δ- and 3-(α-hydroxy-arylmethyl)-benzo-γ-sultams is presented. By employing enantiopure ansa-Ru[PipSO2DPEN(CH2)4Ph] cat. II with S/C = 10 000 in a HCO2H/Et3N binary mix, up to >99.9% ee and dr >99:1 are obtained with 100% conversion under mild conditions. Application to access the stereopure "structurally simplified TsDPEN" N,N-ligand syn-3-(α-aminobenzyl)-benzo-γ-sultam ("syn-ULTAM") and its structural isomer trans-4-amino-3-phenyl-benzo-δ-sultam (trans-4) is demonstrated.

Discovery of (2-benzoylethen-1-ol)-containing 1,2-benzothiazine derivatives as novel 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibiting-based herbicide lead compounds

A series of (2-benzoylethen-1-ol)-containing benzothiazine derivatives was synthesized, and their herbicidal activities were first evaluated. The bioassay results indicated that some of 3-benzoyl-4-hydroxy-2-methyl-2H-1,2-benzothiazine-1,1-dioxide derivatives displayed good herbicidal activity in greenhouse testing, especially, compound 4w had good pre-emergent herbicidal activities against Brassica campestris, Amaranthus retroflexus and Echinochloa crusgalli even at a dosage of 187.5 g ha-1. More importantly, compound 4w displayed significant inhibitory activity against Arabidopsis thaliana HPPD and was identified as the most potent candidate with IC50 value of 0.48 μM, which is better than the commercial herbicide sulctrione (IC50 = 0.53 μM) and comparable with the commercial herbicide mesotrione (IC50 = 0.25 μM). The structure-activity relationships was studied and provided some useful information for improving herbicidal activity. The present work indicated that (2-benzoylethen-1-ol)-containing 1,2-benzothiazine motif could be a potential lead structure for further development of novel HPPD inhibiting-based herbicides.

4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide derivatives of the (by machine translation)

The invention relates to a 4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide derivatives, structural formula as (I). wherein: R 1 representative: C1-C5 alkyl; R 2 representative: 2-NO 2, 3-NO 2, 4-NO 2, 2-Br-4-Br, 2-Cl-3-Cl, 2-Cl-5-Cl, 2-Cl-4-F, 2-Cl-4-Br, 2-F-4-Cl, 2-Br-4-F, 2-Br-4-Cl, 2-Cl-4-NO 2, 2-Cl-4-CF 3, 4-SO 2 Me. To saccharines sodium salt as raw materials, by nucleophilic reaction, rearrangement Gabriel-Colman, decarboxylative, alkylation, condensation and Fries rearrangement reaction, the obtained 4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide compound, and the herbicidal activity of the compound to the test, the results show that the compound has a good herbicidal activity, is a novel structure, application prospect of herbicides. (by machine translation)

Synthesis and in vitro evaluation of novel small molecule inhibitors of bacterial arylamine N-acetyltransferases (NATs)

The synthesis and inhibitory activity of a series of 5-substituted-(1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[e] [1,2]thiazin-4-ylidene)-thiazolidine-2,4-dione derivatives as competitive inhibitors of recombinant bacterial arylamine-N-acetyltransferas