1-[4-(Methylsulfanyl)phenyl]-1,4-pentanedione

Base Information

• Chemical Name: 1-[4-(Methylsulfanyl)phenyl]-1,4-pentanedione
• CAS No.: 189501-33-5
• Molecular Formula: C12H14O2S
• Molecular Weight: 222.308
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID40441433
• Wikidata: Q82258198
• Mol file: 189501-33-5.mol

Synonyms:1-[4-(methylsulfanyl)phenyl]-1,4-pentanedione;189501-33-5;1-(4-methylsulfanylphenyl)pentane-1,4-dione;1-[4-(methylsulfanyl)phenyl]pentane-1,4-dione;1-(4-(Methylthio)phenyl)pentane-1,4-dione;SCHEMBL461531;DTXSID40441433;MFCD08056601;AKOS005069219;PB41542;10M-332S;CS-0315084;D96619;J-503210

Chemical Property of 1-[4-(Methylsulfanyl)phenyl]-1,4-pentanedione

Chemical Property:

• Melting Point: 75-78°
• Boiling Point: 384.5±27.0 °C(Predicted)
• PSA: 59.44000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 2.96040
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 222.07145086
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

1-[4-(Methylthio)phenyl]-1,4-pentanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC(=O)C1=CC=C(C=C1)SC
• Uses: 1-[4-(Methylthio)phenyl]-1,4-pentanedione, can be used as an intermediate for the synthesis of class of pyrrole derivatives, having analgesic/anti-inflammatory activity, such as Saroglitazar (S141650).

Technology Process of 1-[4-(Methylsulfanyl)phenyl]-1,4-pentanedione

There total 5 articles about 1-[4-(Methylsulfanyl)phenyl]-1,4-pentanedione 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: 88.0%

Trimethyl orthoacetate (1445-45-0) + 1,5-hexadiene-3-ol (924-41-4) → (E)-methyl octa-4,7-dienoate (189440-77-5)

Guidance literature:

With propionic acid; In 5,5-dimethyl-1,3-cyclohexadiene; at 135 ℃; for 18h;

DOI:10.1016/j.tetasy.2008.11.024

Reference yield: 80.0%

methyl vinyl ketone (78-94-4,25038-87-3) + 4-(Methylthio)benzaldehyde (3446-89-7) → 1-[4-(methylthio)phenyl]pentane-1,4-dione (189501-33-5)

Guidance literature:

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; at 70 ℃; for 0.25h; under 3102.97 Torr; Microwave irradiation;

DOI:10.1016/j.bmc.2010.09.006

Reference yield:

1,5-hexadiene-3-ol (924-41-4) + acrolein (107-02-8,25068-14-8) + allylmagnesium bromide (1730-25-2) → (E)-methyl octa-4,7-dienoate (189440-77-5)

Guidance literature:

With propionic acid; In Trimethyl orthoacetate; tert-butyl methyl ether;

upstream raw materials:

methyl vinyl ketone

4-(Methylthio)benzaldehyde

1,5-hexadiene-3-ol

acrolein

Downstream raw materials:

ethyl [2-amino-2-[1-(4-fluorophenyl)-2-methyl-5-(4-methanesulphonylphenyl)-1H-pyrrol-3-yl]]-acetate

ethyl 2-amino-2-[1-(3-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrol-3-yl]acetate

ethyl N-tert-butoxycarbonyl-2-amino-2-[1-(4-fluorophenyl)-2-methyl-5-(4-methylsulphonylphenyl)-1H-pyrrolo-3-yl]acetate

C₂₇H₃₁FN₂O₆S