Methyl thiazole-4-carboxylate

Base Information

• Chemical Name: Methyl thiazole-4-carboxylate
• CAS No.: 59418-09-6
• Molecular Formula: C5H5NO2S
• Molecular Weight: 143.166
• Hs Code.: 2934100090
• European Community (EC) Number: 640-166-7
• DSSTox Substance ID: DTXSID70378445
• Nikkaji Number: J2.620.310D
• Wikidata: Q72491180
• Mol file: 59418-09-6.mol

Synonyms:59418-09-6;Methyl thiazole-4-carboxylate;METHYL 4-THIAZOLECARBOXYLATE;methyl 1,3-thiazole-4-carboxylate;Methyl4-thiazolecarboxylate;4-THIAZOLECARBOXYLIC ACID, METHYL ESTER;MFCD06410940;THIAZOLE-4-CARBOXYLIC ACID METHYL ESTER;4-carbomethoxythiazole;SCHEMBL269086;2-methylthiazole-4-carboxylate;AMY9336;DTXSID70378445;KUWWRNNYEYGSBQ-UHFFFAOYSA-N;BCP27470;CL2511;AKOS009159290;AB25133;AC-7539;CS-W003290;PS-5460;SY007519;A8358;FT-0647206;EN300-1707177;J-522637;BIPHENYL-2,3,3,4-TETRACARBOXYLICACIDTETRAMETHYLESTER;Methyl 1,3-thiazole-4-carboxylate

Chemical Property of Methyl thiazole-4-carboxylate

Chemical Property:

• Melting Point: 38-42 °C
• Boiling Point: 219.8 °C at 760 mmHg
• PKA: 0.24±0.10(Predicted)
• Flash Point: 86.8 °C
• PSA: 67.43000
• Density: 1.301 g/cm³
• LogP: 0.92970
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 143.00409958
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

98%min ^*data from raw suppliers

MethylThiazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC=N1

Technology Process of Methyl thiazole-4-carboxylate

There total 4 articles about Methyl thiazole-4-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: 81.0%

methanol (67-56-1) + Thiazole-4-carboxylic acid (3973-08-8) → 4-thiazolecarboxylate methyl ester (59418-09-6)

Guidance literature:

With thionyl chloride; at -15 ℃; Reflux; Inert atmosphere;

DOI:10.1021/ol801035c

Reference yield: 80.8%

(R)-thiazolidine-4-carboxylic acid methyl ester (42258-90-2) → 4-thiazolecarboxylate methyl ester (59418-09-6)

Guidance literature:

With manganese(IV) oxide; In acetonitrile; at 50 ℃; for 36h; Temperature;

Reference yield:

(4R)-thiazolidine-4-carboxylic acid,methyl ester (60667-24-5) → 4-thiazolecarboxylate methyl ester (59418-09-6)

Guidance literature:

With manganese(IV) oxide; In 1,4-dioxane; at 50 ℃; Yield given;

DOI:10.1002/prac.19973390118

upstream raw materials:

methanol

Thiazole-4-carboxylic acid

(R)-thiazolidine-4-carboxylic acid methyl ester

diazomethane

Downstream raw materials:

methyl 2-trimethylsilyl-4-thiazolecarboxylate

C₁₁H₈ClNO₂S

Thiazole-4-carboxylic acid

2-(methylthio)-4-thiazolecarboxylic acid methyl ester

Refernces

• 1、 Mensching, Sabine,Kalesse, Markus. "Generation of thiazoles by column dehydrogenation of thiazolidines with MnO2". . p. 96 - 97. Retrieved 1997.
• 2、 Théveau, Laure,Verrier, Cécile,Lassalas, Pierrik,Martin, Thibaut,Dupas, Georges,Querolle, Olivier,Van Hijfte, Luc,Marsais, Francis,Hoarau, Christophe. "Mechanism selection for regiocontrol in base-assisted, palladium-catalysed direct C-H coupling with halides: First approach for oxazole- and thiazole-4-carboxylates". supporting information; experimental part. p. 14450 - 14463. Retrieved 2012/01/15.