67342-52-3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 127-06-0 acetone oxime 
• 67342-27-2 C₁₀H₁₃NO₄S 
• 67-64-1 acetone 
• 52913-14-1 O-tosylhydroxylamine 
• 14538-51-3 2,3-bis(hydroxyamino)-2,3-dimethylbutane monosulfate 
• 40559-90-8 ethyl 2-cyano-2-(tosyloxyimino)acetate 

Downstream Products

• 3376-36-1 acetone O-benzyloxime 
• 5161-49-9 dimethyldiazirine 
• 100-51-6 benzyl alcohol 
• 130117-98-5 4,N-Dimethyl-N-{1-[(E)-4-nitro-phenylimino]-ethyl}-benzenesulfonamide 
• 5144-11-6 1,5-dimethyl-1H-tetrazole 
• 128915-07-1 C₉H₁₁N₃O₂ 
• 128915-08-2 N-(2,4-Dinitro-phenyl)-N'-methyl-acetamidine 
• 5381-93-1 1-hydroxy-1-phenyl-3-butanone 

Relevant academic research and scientific papers

Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception

A method for Beckmann rearrangement using ethyl 2-cyano-2-(2-nitrobenzenesulfonyloxyimino) acetate (o-NosylOXY) under microwave irradiation is reported. Ketoximes (19 examples) are converted to the corresponding amides/lactams with 69–97% yields in ～10 minutes without any Lewis acid or co-catalyst. This is an example of halogen-free organocatalytic Beckmann rearrangement. Nuclear magnetic resonance (NMR)- and high-resolution mass spectrometry (HRMS)-based detailed mechanistic investigation suggest that o-NosylOXY acts as an initiator. Such initiators are reported before based on density functional theory (DFT) calculations. However, we report here the HRMS signatures of two transient intermediates, the nitrilium ion and the nitrilium ion's dimeric species. Rigorous NMR-based investigation of the reaction mechanism is performed. Our results indicate that the reported Beckmann rearrangement proceeds via two consecutive rearrangements. (Figure presented.).

THERMAL ACID GENERATOR AND THERMOSETTING RESIN COMPRISING THE SAME

The compounds according to various embodiments of the present invention are represented by chemical formula 2. In the chemical formula 2, R_1 and R_2 are independently linear or branched (C_1-C_6 alkyl) and R_3 is (C1-C4) alkyl or (C_6-C_10) aryl substituted or unsubstituted with nitro groups. In various embodiments of the present invention, provided are the compound having a low decomposition temperature and excellent storage stability, a thermal acid generator containing the same, and a curing composition containing the same.COPYRIGHT KIPO 2019

Synthetic method of azithromycin genotoxic impurities

The invention belongs to the field of chemical technology, and in particular relates to a synthetic method of azithromycin genotoxic impurities, wherein the impurity is acetone oxime-O-p-methyl sulfonic acid ester. The preparation method comprises the fol

Investigation of the rearrangement in alkyl-bridged bis(carbamoyldiaziridine) derivatives

The thermal treatment of alkyl-bridged bis(carbamoyldiaziridine) derivatives in toluene at 100 °C led to the formation of new saturated five- and six-membered 1,3-diaza-heterocyclic compounds from ethylene- or propylene-bridged bis(carbamoyldiaziridine) derviatives, respectively. Detailed experimental investigations of this reaction revealed an unprecedented intramolecular eliminative rearrangement, involving the two adjacent diaziridine moieties. The loss of a three-carbon fragment by elimination of acetone during the reaction was confirmed by GC-MS measurements. The products of the rearrangement were fully characterized, and their structures were confirmed by X-ray crystal structure analysis. Furthermore, a reaction mechanism of the eliminative rearrangement was proposed, and the reaction pathway was corroborated by DFT calculations of gas-phase model structures at the B3LYP/6-31G** level. Copyright

Reaction of Trimethylsilyl Azide with C=N-O Bond

Trimethylsilyl azide (TMSA) was reacted with an oxime ester or a Reissert salt in the presence of trimethylsilyl trifluoromethanesulfonate to give tetrazole derivative.The details of these reactions are examined.