1-tosyl-4-formyl-1H-imidazole

Base Information

• Chemical Name: 1-tosyl-4-formyl-1H-imidazole
• CAS No.: 37622-92-7
• Molecular Formula: C11H10N2O3S
• Molecular Weight: 250.278
• DSSTox Substance ID: DTXSID301191645
• Nikkaji Number: J2.374.950E
• Mol file: 37622-92-7.mol

Synonyms:1-tosyl-4-formyl-1H-imidazole;1-Tosyl-1H-imidazole-4-carbaldehyde;37622-92-7;SCHEMBL6771462;TQP1176;VCTHMGUIGOHZPS-UHFFFAOYSA-N;DTXSID301191645;1-[(4-Methylphenyl)sulfonyl]-1H-imidazole-4-carboxaldehyde

Chemical Property of 1-tosyl-4-formyl-1H-imidazole

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 250.04121336
• Heavy Atom Count: 17
• Complexity: 369

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=C(N=C2)C=O

Technology Process of 1-tosyl-4-formyl-1H-imidazole

There total 4 articles about 1-tosyl-4-formyl-1H-imidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4(5)formylimidazole (3034-50-2) + p-toluenesulfonyl chloride (98-59-9) → 1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde (37622-92-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.202000909

Reference yield: 96.0%

1-[(4-methylphenyl)sulfonyl]-4-hydroxymethylimidazole (139285-00-0) → 1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde (37622-92-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 ℃; for 0.333333h;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde (37622-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / aq. NaOH / tetrahydrofuran / 3 h / pH 9

2: 64 percent / manganese(IV) oxide / CH₂Cl₂ / 20 h / 20 °C

With manganese(IV) oxide; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b508184j

upstream raw materials:

1-[(4-methylphenyl)sulfonyl]-4-hydroxymethylimidazole

p-toluenesulfonyl chloride

4⁽⁵⁾formylimidazole

Downstream raw materials:

N-methyl-6-[(1-tosyl-1H-imidazol-4-yl)carbonyl]-2-naphthamide

ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate

6-[(1S)-1,3-dihydroxy-1-(1-tosyl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide

6-(hydroxy(1-tosyl-1H-imidazol-4-yl)methyl)-N-methyl-2-naphthamide