methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate

Base Information

• Chemical Name: methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate
• CAS No.: 139284-99-4
• Molecular Formula: C14H14N2O4S
• Molecular Weight: 306.342
• DSSTox Substance ID: DTXSID501124448
• Nikkaji Number: J452.268K
• Mol file: 139284-99-4.mol

Synonyms:DTXSID501124448;139284-99-4;2-Propenoic acid, 3-[1-[(4-methylphenyl)sulfonyl]-1H-imidazol-4-yl]-, methyl ester, (E)-

Chemical Property of methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 306.06742811
• Heavy Atom Count: 21
• Complexity: 490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate

There total 2 articles about methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + (E)-methyl 3-(1H-imidazol-4-yl)acrylate (70346-51-9) → methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate (139284-99-4)

Guidance literature:

With sodium carbonate; In water; ethyl acetate; Ambient temperature;

Reference yield:

urocanic Acid (3465-72-3) → methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate (139284-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

With hydrogenchloride; 1: Esterification / 2: Tosylation;

DOI:10.1016/S0960-894X(99)00459-X

Reference yield: 58.0%

methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate (139284-99-4) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → methyl trans-4,5-dimethyl-2-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>cyclohex-4-ene-1-carboxylate (139285-05-5)

Guidance literature:

With hydroquinone; In benzene; at 140 - 170 ℃; for 144h;

upstream raw materials:

p-toluenesulfonyl chloride

(E)-methyl 3-(1H-imidazol-4-yl)acrylate

urocanic Acid

Downstream raw materials:

methyl trans-4,5-dimethyl-2-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>cyclohex-4-ene-1-carboxylate

3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-prop-2-en-1-ol

4-(1H-imidazol-4-yl)butan-1-amine

(E)-3-(1H-Imidazol-4-yl)-allylamine