1370588-44-5

Basic information

• Product Name: 4-{[5-(1-cyclohexyl-2,3-dihydro-5-methyl-2-thioxo-1H-imidazol-4-yl)-1,3,4-thiadiazol-2-yl]amino}benzenesulfonic acid
• CAS NO: 1370588-44-5
• Molecular Weight: 451.594
• Mol File: 1370588-44-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-{[5-(1-cyclohexyl-2,3-dihydro-5-methyl-2-thioxo-1H-imidazol-4-yl)-1,3,4-thiadiazol-2-yl]amino}benzenesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{[5-(1-cyclohexyl-2,3-dihydro-5-methyl-2-thioxo-1H-imidazol-4-yl)-1,3,4-thiadiazol-2-yl]amino}benzenesulfonic acid(1370588-44-5)
• EPA Substance Registry System: 4-{[5-(1-cyclohexyl-2,3-dihydro-5-methyl-2-thioxo-1H-imidazol-4-yl)-1,3,4-thiadiazol-2-yl]amino}benzenesulfonic acid(1370588-44-5)

Safety Data

• Hazardous Substances Data: 1370588-44-5(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 10181-56-3 2,2,4,4-tetramethylcyclobutane-1,3-dithione 
• 1370588-36-5 4-{[5-(1-cyclohexyl-5-methyl-3-oxido-1H-imidazol-4-yl)-1,3,4-thiadiazol-2-yl]amino}benzenesulfonic acid 
• 1370588-23-0 2-[(1-cyclohexyl-5-methyl-3-oxido-1H-imidazol-4-yl)carbonyl]-N-phenylhydrazinecarbothioamide 
• 1349129-35-6 1-cyclohexyl-5-methyl-1H-imidazole-4-carbohydrazide 3-oxide 
• 1100817-32-0 C₁₃H₂₀N₂O₃ 

Relevant articles and documents

Synthesis of bis-heterocyclic 1H-imidazole 3-oxides from 3-oxido-1H-imidazole-4-carbohydrazides

The reaction of 1H-imidazole-4-carbohydrazides 1, which are conveniently accessible by treatment of the corresponding esters with NH2NH 2·H2O, with isothiocyanates in refluxing EtOH led to thiosemicarbazides (=hydrazinecarbothioamides) 4 in high yields (Scheme 2). Whereas 4 in boiling aqueous NaOH yielded 2,4-dihydro-3H-1,2,4-triazole-3- thiones 5, the reaction in concentrated H2SO4 at room temperature gave 1,3,4-thiadiazol-2-amines 6. Similarly, the reaction of 1 with butyl isocyanate led to semicarbazides 7, which, under basic conditions, undergo cyclization to give 2,4-dihydro-3H-1,2,4-triazol-3-ones 8 (Scheme 3). Treatment of 1 with Ac2O yielded the diacylhydrazine derivatives 9 exclusively, and the alternative isomerization of 1 to imidazol-2-ones was not observed (Scheme 4). It is important to note that, in all these transformations, the imidazole N-oxide residue is retained. Furthermore, it was shown that imidazole N-oxides bearing a 1,2,4-triazole-3-thione or 1,3,4-thiadiazol-2-amine moiety undergo the S-transfer reaction to give bis-heterocyclic 1H-imidazole-2-thiones 11 by treatment with 2,2,4,4-tetramethylcyclobutane-1,3- dithione (Scheme 5). Copyright