3028-27-1

Upstream product

• 106-48-9 4-chloro-phenol 
• 95-85-2 2-hydroxy-5-chloro-aniline 

Downstream Products

• 5352-28-3 2-(2-Hydroxy-5-chlor-phenyl-hydrazono)-3-imino-buttersaeureaethylester 
• 3028-56-6 4-Chlor-benzochinon-(1,2)- 
• 137348-72-2 3-chloro-6-fulvenone 
• 734-54-3 9-chloro-1,1,4,4-tetramethyl-benzo[b][1,2]diazeto[1,2-d][1,4,5]oxadiazepine-2,5-dione 

Relevant academic research and scientific papers

Synthesis of Diazoquinones and Azidophenols via Diazo-Transfer Reaction of Phenols

The first efficient diazo-transfer reaction of phenols is described. o-Quinone diazides (diazoquinones) were prepared from phenols in high yields by the diazo-transfer reaction using 2-azido-1,3-bis(2,6-diisopropylphenyl)imidazolium hexafluorophosphate (IPrAP, 2-PF6), which is a safe and stable crystalline. The reaction efficiently proceeded in methanol in the presence of a base. Phenols substituted with electron-donating groups reacted more smoothly than those having electron withdrawing groups. Reactive phenols were diazotized by IPrAP with iPr2NH as a base, and low reactive phenols were diazotized with N,N-dimethyl-4-aminopyridine (DMAP). Furthermore, the formed diazoquinones reacted with sodium azide in 2-methoxyethanol and afforded the corresponding azidophenol in high yields.

Ir(iii)-Catalyzed direct C-H functionalization of N -phenylacetamide with α-diazo quinones: A novel strategy for producing 2-hydroxy-2′-amino-1,2′-biaryl scaffolds

α-Diazo quinones were applied in an Ir(iii)-catalyzed direct C-H functionalization assisted by N-phenylacetamide for the construction of highly functionalized 2-hydroxy-2′-amino-1,1′-biaryl scaffolds in good to excellent yields. This strategy features ope

ELECTROPHILIC AZIDIZING AGENT OR DIAZOTIZING AGENT

PROBLEM TO BE SOLVED: To provide a novel electrophilic azidizing agent that is safe without explosibility, capable of azidizing a nucleophilic compound in an electrophilic manner. SOLUTION: The present invention provides an azide imidazolium derivative re

Rhodium(III)-Catalyzed C6-Selective Arylation of 2-Pyridones and Related Heterocycles Using Quinone Diazides: Syntheses of Heteroarylated Phenols

An efficient, direct C6-arylation of 2-pyridones has been successfully accomplished with quinone diazides under Rh(III)-catalyzed redox-neutral conditions. The optimized method is simple, mild, and highly regioselective with a broad substrate scope. The s

MECHANISM OF AZO COUPLING. VII. FACTORS DETERMINING THE POSITIONAL SELECTIVITY OF AZO COUPLING

From kinetic data on the azo coupling of 3-nitro- and 4-methoxy-diazonium salts, 5-chloro-2,1-benzoquinone diazide , and 4-sulfo-2,1-naphthoquinone diazide with 1-hydroxy-2-na

IR and UV matrix photochemistry and solvent effects: the isomerization of diazocyclohexadienones (ortho quinone diazides) - detection of molecules with the 1,2,3-benzoxadiazole structure. A UV/Vis and IR absorption and UV photoelectron spectroscopic investigation

6-Diazo-2,4-cyclohexadienone and derivatives with fluoro, chloro, methyl, tert-butyl and methoxy substituents have been investigated by UV/Vis absorption, IR absorption and UV photoelectron spectroscopy.Spectral results obtained in the gas phase, in an argon matrix at 10 K and in n-hexane solution at room temperature reveal an equilibrium with the respective 1,2,3-benzoxadiazole isomers, thus disproving current textbook opinions.The 1,2,3-benzoxadiazole structure is derived from the agreement of observed and calculated vertical ionization energies, characteristic IRand UV/Vis absorption bands as well as selective IR and UV photochemical transformations.The relative concentration of the respective 1,2,3-benzoxadiazole in equilibrium with the diazoketone isomer strongly depends on the substituents and on solvent effects.The diazoketone structure is stabilized by hydrogen bonding and polar interactions.The most stable 1,2,3-benzoxadiazole in this study, the 5,7-di-tert-butyl derivative, is at least 6.3 kJ mol-1 more stable than its diazocyclohexadienone valence isomer, whereas 2,3,4,5-tetrafluoro-6-diazo-2,4-cyclohexadienone and 3-methoxy-6-diazo-2,4-cyclohexadienone did not isomerize to a notable extent.Energetic considerations for the stabilization of 1,2,3-oxadiazoles are discussed and compared with experimental and theoretical findings.