4-Methylthiazole-5-propanol

Base Information

• Chemical Name: 4-Methylthiazole-5-propanol
• CAS No.: 6469-35-8
• Molecular Formula: C7H11NOS
• Molecular Weight: 157.236
• Hs Code.: 2934100090
• European Community (EC) Number: 229-285-1
• DSSTox Substance ID: DTXSID70214990
• Nikkaji Number: J225.135C
• Wikidata: Q83090918
• Mol file: 6469-35-8.mol

Synonyms:6469-35-8;4-Methylthiazole-5-propanol;3-(4-methylthiazol-5-yl)propan-1-ol;3-(4-methyl-1,3-thiazol-5-yl)propan-1-ol;EINECS 229-285-1;5-Thiazolepropanol,4-methyl-;4-Methyl-5-thiazole-1-propanol;DTXSID70214990;EN300-96976

Chemical Property of 4-Methylthiazole-5-propanol

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 283.6 °C at 760 mmHg
• Flash Point: 125.3 °C
• PSA: 61.36000
• Density: 1.162 g/cm³
• LogP: 1.37640
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 157.05613515
• Heavy Atom Count: 10
• Complexity: 99.6

Purity/Quality:

99% ^*data from raw suppliers

4-methyl-5-Thiazolepropanol 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC=N1)CCCO

Technology Process of 4-Methylthiazole-5-propanol

There total 7 articles about 4-Methylthiazole-5-propanol 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: 90.0%

3-(4-methyl-thiazol-5-yl)propionic acid methyl ester (401609-65-2) → 3-(4-methyl-thiazol-5-yl)-propan-1-ol (6469-35-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.11.101

Reference yield:

thiocarboxamide (115-08-2) + 3-bromo-6-hydroxy-hexan-2-one → 3-(4-methyl-thiazol-5-yl)-propan-1-ol (6469-35-8)

Guidance literature:

With methanol;

DOI:10.1021/ja01219a012

Reference yield:

5-hydroxyethyl-4-methylthiazole (137-00-8,8042-97-5) → 3-(4-methyl-thiazol-5-yl)-propan-1-ol (6469-35-8)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / chloroform / 4 h / Reflux

2: N,N-dimethyl-formamide / 8 h / 20 - 80 °C

3: sulfuric acid / 336 h / Reflux

4: lithium aluminium tetrahydride / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2016.09.057

upstream raw materials:

thiocarboxamide

3-(4-methyl-thiazol-5-yl)propionic acid methyl ester

5-hydroxyethyl-4-methylthiazole

chlormethiazole

Downstream raw materials:

3-(4-methyl-thiazol-5-yl)-propionic acid

Refernces

• 1、 Thomas, Allen A.,Le Huerou,De Meese,Gunawardana, Indrani,Kaplan, Tomas,Romoff, Todd T.,Gonzales, Stephen S.,Condroski, Kevin,Boyd, Steven A.,Ballard, Josh,Bernat, Bryan,DeWolf, Walter,Han, May,Lee, Patrice,Lemieux, Christine,Pedersen, Robin,Pheneger, Jed,Poch, Greg,Smith, Darin,Sullivan, Francis,Weiler, Solly,Wright, S. Kirk,Lin, Jie,Brandhuber, Barb,Vigers, Guy. "Synthesis, in vitro and in vivo activity of thiamine antagonist transketolase inhibitors". . p. 2206 - 2210. Retrieved 2008/12/20.