145161-68-8

Basic information

• Product Name: 1-Methyl-6-phenylthio-4,7(1H)-indazolchinon
• CAS NO: 145161-68-8
• Molecular Weight: 270.312
• Mol File: 145161-68-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Methyl-6-phenylthio-4,7(1H)-indazolchinon(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-6-phenylthio-4,7(1H)-indazolchinon(145161-68-8)
• EPA Substance Registry System: 1-Methyl-6-phenylthio-4,7(1H)-indazolchinon(145161-68-8)

Safety Data

• Hazardous Substances Data: 145161-68-8(Hazardous Substances Data)

Upstream product

• 18232-03-6 2-phenylsulfanyl-[1,4]benzoquinone 
• 145161-56-4 6-Phenylthio-4,7(2H)-indazolchinon 
• 77-78-1 dimethyl sulfate 

Relevant articles and documents

Zur Synthese und Struktur der p-Indazolchinone und ihrer Methylierungsprodukte Untersuchungen ueber Chinone, 8. Mitt.

The p-benzoquinones 5e-j react with diazomethane (after dehydrogenation) to 6-anilino- 2e, dimethylamino- 2h, phenylthio- 2i, and methylthioindazolquinone 2j.Methylation with dimethylsulfate of these as well as of the already known indazolquinones 6-toluidino- 2f, 6-methylanilino- 2g, 5-tert.butyl- 2m, 5,6-methyl- (isomer mixture) 2 l, n, and benz-indazolquinone 2o yield the 1- and 2-N-methyl derivatives 3 and 4.The structure of the 2-methyl derivatives is established by reaction of the corresponding benzoquinones with 3-methylsydnon in the case of 4e, 4g.UV/VIS-, IR- and 1H-NMR-spectroscopy (in CDCl3 and DMSO) were used for structure determination.Comparison of the UV/VIS-spectra of 2-4 shows that the indazolquinones are existing as 2 H-4,7-diones.For the structure elucidation of the l-rs. 2-methylderivatives (which can be attributed to the methylation products) NMR-spectroscopy is well suited even without knowing the second isomer (solvent-effect).The course of the reaction of quinones with diazomethane and of the methylation reactions of the indazolquinones is discussed.Keywords. p-Indazolquinones