Methyl 4-methylthiazole-5-carboxylate

Base Information

• Chemical Name: Methyl 4-methylthiazole-5-carboxylate
• CAS No.: 81569-44-0
• Molecular Formula: C6H7 N O2 S
• Molecular Weight: 157.193
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID501002058
• Nikkaji Number: J2.812.907F
• Wikidata: Q72493108
• Mol file: 81569-44-0.mol

Synonyms:Methyl 4-methylthiazole-5-carboxylate;81569-44-0;methyl 4-methyl-1,3-thiazole-5-carboxylate;5-Thiazolecarboxylic acid, 4-methyl-, methyl ester;MFCD00129998;METHYL4-METHYL-5-THIAZOLECARBOXYLATE;METHYL4-METHYLTHIAZOLE-5-CARBOXYLATE;SCHEMBL255470;DTXSID501002058;AKOS005146043;AC-7645;CS-W002405;MS-2142;SY030961;FT-0641834;A10000;AN-970/40920407;J-522382;Methyl 4-methylthiazole-5-carboxylate 81569-44-0

Chemical Property of Methyl 4-methylthiazole-5-carboxylate

Chemical Property:

• Boiling Point: 221.3 ºC at 760 mmHg
• Flash Point: 87.7 ºC
• PSA: 67.43000
• Density: 1.244 g/cm³
• LogP: 1.23810
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 157.01974964
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Methylthiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC=N1)C(=O)OC

Technology Process of Methyl 4-methylthiazole-5-carboxylate

There total 9 articles about Methyl 4-methylthiazole-5-carboxylate 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: 96.0%

2-amino-4-methylthiazole-5-carboxylic acid methyl ester (3829-80-9) → methyl 4-methyl thiazole-5-carboxylate (81569-44-0)

Guidance literature:

With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide; at 30 ℃; for 1h; Temperature; Reagent/catalyst; Green chemistry;

DOI:10.3184/174751918X15402967122774

Reference yield: 29.0%

2-amino-4-methylthiazole-5-carboxylic acid methyl ester (3829-80-9) → methyl 4-methyl thiazole-5-carboxylate (81569-44-0) + 2-chloro-4-methyl-thiazole-5-carboxylic acid methyl ester

Guidance literature:

With tert.-butylnitrite; chloroform; dimethyl sulfoxide; at 30 ℃; for 2h;

DOI:10.3184/174751918X15402967122774

Reference yield:

ethyl 4-methylthiazole-5-carboxylate (20582-55-2) → methyl 4-methyl thiazole-5-carboxylate (81569-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic NaOH

2: diethyl ether

With sodium hydroxide; diethyl ether;

upstream raw materials:

diazomethane

4-methylthiazole-5-carboxylic acid

thiocarboxamide

methyl 2-chloroacetoacetate

Downstream raw materials:

4-methyl-thiazole-5-carboxylic acid hydrazide

α-<(4-methyl-5-thiazolyl)carbonyl>-γ-butyrolactone

1-Methyl-5-[3-(4-methyl-5-thiazolyl)carbonylpropyl]thio-1,2,3,4-tetrazole

4-bromo-1-(4-methyl-5-thiazolyl)-1-butanone hydrochloride

Refernces

• 1、 -. "PYRIDAZINONES, METHOD OF MAKING, AND METHOD OF USE THEREOF". Page/Page column 79-80. . Retrieved 2012/03/26.