3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid

Base Information

• Chemical Name: 3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid
• CAS No.: 138568-80-6
• Molecular Formula: C15H16ClNO2S
• Molecular Weight: 309.817
• DSSTox Substance ID: DTXSID70874659
• Nikkaji Number: J425.263B
• Mol file: 138568-80-6.mol

Synonyms:138568-80-6;3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid;2-[3-chloro-4-(4-propan-2-yl-1,3-thiazol-2-yl)phenyl]propanoic acid;DTXSID70874659;BENZENEACETIC ACID, 3-CHLORO-?-METHYL-4-[4-(1-ME

Chemical Property of 3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid

Chemical Property:

• PSA: 78.43000
• LogP: 4.77500
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.0590276
• Heavy Atom Count: 20
• Complexity: 353

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=CSC(=N1)C2=C(C=C(C=C2)C(C)C(=O)O)Cl

Technology Process of 3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid

There total 7 articles about 3-Chloro-alpha-methyl-4-(4-isopropyl-2-thiazolyl)benzeneacetic acid 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: 52.0%

2-[3-Chloro-4-(4-isopropyl-thiazol-2-yl)-phenyl]-2-methyl-malonic acid diethyl ester → 2-[3-Chloro-4-(4-isopropyl-thiazol-2-yl)-phenyl]-propionic acid (138568-80-6)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1248/cpb.39.2323

Reference yield:

1-chloro-3-methylbutan-2-one (17687-63-7) → 2-[3-Chloro-4-(4-isopropyl-thiazol-2-yl)-phenyl]-propionic acid (138568-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / Heating

2: 52 percent / 1 N aq. NaOH / ethanol / Heating

With sodium hydroxide; In ethanol; benzene;

DOI:10.1248/cpb.39.2323

Reference yield:

2,4-dichloronitrobenzene (611-06-3) → 2-[3-Chloro-4-(4-isopropyl-thiazol-2-yl)-phenyl]-propionic acid (138568-80-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 30 min, room temperature, 2.) DMF

2: H₂ / 10percent Pd-C / ethyl acetate / Ambient temperature

3: 1.) 12 N HCl, NaNO₂, 2.) Na₂CO₃ / 1.) H₂O, 2.) H₂O

4: 98 percent / H₂S (g), NEt₃ / dimethylformamide / 90 °C

5: benzene / Heating

6: 52 percent / 1 N aq. NaOH / ethanol / Heating

With hydrogenchloride; sodium hydroxide; hydrogen sulfide; hydrogen; sodium hydride; sodium carbonate; triethylamine; sodium nitrite; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.39.2323

upstream raw materials:

2,4-dichloronitrobenzene

1-chloro-3-methylbutan-2-one

Diethyl 2-(3-chloro-4-nitrophenyl)-2-methylmalonate

diethyl (4-amino-3-chlorophenyl)methylmalonate