63416-98-8

Upstream product

• 104-94-9 4-methoxy-aniline 
• 13623-94-4 1,1-di(methylsulfanyl)-2-nitroethylene 

Downstream Products

• 112761-61-2 1-(4-Methoxy-phenyl)-6-(4-methoxy-phenylamino)-3,4-diphenyl-1H-pyridin-2-one 
• 37885-16-8 1-(4-methoxyphenyl)-3,4-diphenyl-2,5-dihydro-1H-2,5-azoledione 
• 73923-42-9 N-[4-(4-Methoxy-phenyl)-5-[(Z)-4-methoxy-phenylimino]-6-nitro-2-(4-nitro-phenyl)-4,5-dihydro-2H-[1,2,4]triazin-(3Z)-ylidene]-benzenesulfonamide 
• 73923-34-9 1,3-Bis-(4-methoxy-phenyl)-2-[nitro-(4-nitro-phenylazo)-methylene]-imidazolidine-4,5-dione 
• 73923-40-7 4-(4-Methoxy-phenyl)-5-[(Z)-4-methoxy-phenylimino]-6-nitro-2-(4-nitro-phenyl)-4,5-dihydro-2H-[1,2,4]triazine-3-thione 
• 73923-37-2 4-(4-Methoxy-phenyl)-5-[(Z)-4-methoxy-phenylimino]-6-nitro-2-(4-nitro-phenyl)-4,5-dihydro-2H-[1,2,4]triazin-3-one 
• 188595-73-5 3,3-Bis-(4-methoxy-phenylamino)-2-nitro-N-phenyl-thioacrylamide 
• 73931-13-2 C₂₂H₂₀N₆O₆ 

Relevant academic research and scientific papers

An unexpected isomerization of N-aryl-3-amino-4-nitroisothiazol-5(2H)-imines to 2-(benzothiazol-2-yl)-2-nitroethene-1,1-diamines

The syntheses of several N-aryl-3-amino-4-nitroisothiazol-5(2H)-imines 12 from 3,3-diamino-2-nitrothioacrylamides 11 are reported. In polar solvents, a spontaneous isomerization of some of the prepared isothiazol-5(2H)-imines 12 yielded benzothiazoles 13. In the case of 2-alkyl-substituted derivatives of type 12, the isomerization occurred only at higher temperatures. Electronic influences of different substituents on the rate of the isomerization were studied, and a polar reaction mechanism is proposed. The structures of 12e and 13e were established by X-ray crystallography. Conformational analyses of 3-(methylamino)-2-nitro-N-phenyl-3-(pyrrolidin-1-yl)thioacrylamide (111) by NMR and X-ray methods were performed with the aim of explaining the distinct behavior of this amide towards Br2 or diethyl azodicarboxylate.