3-Hydroxy-4-Methyl-2(5H)-thiophenone

Base Information

• Chemical Name: 3-Hydroxy-4-Methyl-2(5H)-thiophenone
• CAS No.: 34876-35-2
• Molecular Formula: C5H6O2S
• Molecular Weight: 130.16500
• Hs Code.: 2934990002
• Mol file: 34876-35-2.mol

Synonyms:3-hydroxy-4-methyl-5H-thiophen-2-one;UNII-82S555S2NY;

Chemical Property of 3-Hydroxy-4-Methyl-2(5H)-thiophenone

Chemical Property:

• Melting Point: 32-34 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: 305.9±42.0 °C(Predicted)
• PKA: 8.96±0.20(Predicted)
• PSA: 62.60000
• Density: 1.431±0.06 g/cm3(Predicted)
• LogP: 1.09180
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-4-methyl-2(5H)-thiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Hydroxy-4-methyl-2(5H)-thiophenone is an acid degradation product of Cephalexin (C256800) and Cefaclor (C235250), antibiotics. 3-Hydroxy-4-methyl-2(5H)-thiophenone (Cefalexin EP Impurity D) is an acid degradation product of Cephalexin (C256800) and Cefaclor (C235250), antibiotics.

Technology Process of 3-Hydroxy-4-Methyl-2(5H)-thiophenone

There total 8 articles about 3-Hydroxy-4-Methyl-2(5H)-thiophenone 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: 45.0%

cefalexin (15686-71-2,27726-35-8,34632-04-7,79814-91-8,108260-04-4) → 3-hydroxy-4-methyl-2(5H)-thiophenone (34876-35-2)

Guidance literature:

With hydrogenchloride; In water; at 75 ℃;

DOI:10.1002/ardp.19943270405

Reference yield: 2.0%

3-Methylthiophene (616-44-4,84928-92-7) → 3-hydroxy-4-methyl-2(5H)-thiophenone (34876-35-2)

Guidance literature:

With Pseudomonas putida UV₄ mutant strain; for 7h;

DOI:10.1039/b300867n

Reference yield:

(6R)-3-methyl-8-oxo-7t-(trimethylsilanyl-amino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid trimethylsilanyl ester (31461-05-9) → 3-hydroxy-4-methyl-2(5H)-thiophenone (34876-35-2)

Guidance literature:

Multi-step reaction with 2 steps

2: 45 percent / 6N HCl / H₂O / 75 °C

With hydrogenchloride; In water;

DOI:10.1002/ardp.19943270405

upstream raw materials:

cefalexin

cefadroxil

3-Methylthiophene

(6R)-3-methyl-8-oxo-7t-(trimethylsilanyl-amino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid trimethylsilanyl ester

Refernces

• 1、 Tsuji,Nakashima,Deguchi,Nishide,Shimizu,Horiuchi,Ishikawa,Yamana. "Degradation kinetics and mechanism of aminocephalosporins in aqueous solution: Cefadroxil". . p. 1120 - 1128. Retrieved 1981.
• 2、 Hendrix,Roets,Bervoets,Thomas,Pijcke,Busson,Janssen,Hoogmartens. "Synthesis of potential impurities of cefalexin and cefradine". . p. 215 - 219. Retrieved 2007/10/02.