37622-92-7

Basic information

• Product Name: 1H-Imidazole-4-carboxaldehyde, 1-[(4-methylphenyl)sulfonyl]-
• CAS NO: 37622-92-7
• Molecular Formula: C11H10N2O3S
• Molecular Weight: 250.278
• Mol File: 37622-92-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-4-carboxaldehyde, 1-[(4-methylphenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-carboxaldehyde, 1-[(4-methylphenyl)sulfonyl]-(37622-92-7)
• EPA Substance Registry System: 1H-Imidazole-4-carboxaldehyde, 1-[(4-methylphenyl)sulfonyl]-(37622-92-7)

Safety Data

• Hazardous Substances Data: 37622-92-7(Hazardous Substances Data)

Upstream product

• 3034-50-2 4⁽⁵⁾formylimidazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 139285-00-0 1-[(4-methylphenyl)sulfonyl]-4-hydroxymethylimidazole 

Downstream Products

• 1416216-47-1 N-methyl-6-[(1-tosyl-1H-imidazol-4-yl)carbonyl]-2-naphthamide 
• 1416216-48-2 ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate 
• 1416216-49-3 6-[(1S)-1,3-dihydroxy-1-(1-tosyl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 
• 1416216-46-0 6-(hydroxy(1-tosyl-1H-imidazol-4-yl)methyl)-N-methyl-2-naphthamide 
• 139285-11-3 4-((1R,2S,3S,4S)-3-Nitro-bicyclo[2.2.2]oct-5-en-2-yl)-1-(toluene-4-sulfonyl)-1H-imidazole 
• 139285-11-3 2-endo-nitro-3-exo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.2>oct-5-ene 
• 139285-10-2 2-endo-nitro-3-exo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.1>hept-5-ene 
• 139285-10-2 2-exo-nitro-3-endo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.1>hept-5-ene 
• 139285-07-7 dimethyl 4,5-dimethyl-2-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>cyclohex-4-ene-1,1-dicarboxylate 
• 139285-08-8 trans-4(or 5)-(4,5-dimethyl-2-nitrocyclohex-4-en-1-yl)-1-(p-toluenesulfonyl)-1H-imidazole 
• 191103-92-1 4-[N-(1-p-toluenesulfonylimidazol-4-yl)methylamino]-2-phenylbenzoylmethionine methyl ester 
• 139285-01-1 dimethyl 1(p-toluenesulfonyl)-1H-imidazol-4⁽⁵⁾-ylmethylenemalonate 
• 139285-02-2 4⁽⁵⁾-(E)-(2-nitroethenyl)-1-(p-toluenesulfonyl)-1H-imidazole 
• 1426082-58-7 phenyl(1-tosyl-1H-imidazol-4-yl)methanone 

Relevant articles and documents

Regioselective Functionalization of 3-Hydroxy-pyridine Carboxylates by Neighboring Group Assistance

Regioselective hydrolysis, transesterification, and aminolysis of unactivated, highly substituted pyridine esters were realized under mild conditions by employing neighboring group assisted catalysis. Excellent yields were achieved without active removal of the alcohol byproduct. Regioselective aminolysis had a considerable substrate scope ([hetero]aryl, alkyl and amino acid). A mechanism involving assistance by the deprotonated phenolic OH-group is suggested for hydrolysis and transesterification.

PRODUCTION METHOD OF IMIDAZOLE DERIVATIVES

The present invention provides an advantageous production method of an imidazole derivative, which is suitable for industrial production. Compound (VI) is produced by reacting compound (I) with a Grignard reagent or a magnesium reagent, and a lithium reagent, and then reacting the resulting compound with compound (V).

Diels-Alder Reaction of (E)-4-(2-Nitroethenyl)-1H-imidazoles and Methyl (E)-3-(1-Imidazol-4-yl)propenoates

Diels-Alder reaction of methyl (E)-3-(1H-imidazol-4-yl)propenoates 2, 3a-c and (E)-4-(2-nitroethenyl)-1H-imidazoles 3d,e with 2,3-dimethyl-1,3-butadiene, cyclopentadiene, and cyclohexa-1,3-diene gave the corresponding cycloadducts 6-9.