Methyl 2-amino-5-methylthiazole-4-carboxylate

Base Information

• Chemical Name: Methyl 2-amino-5-methylthiazole-4-carboxylate
• CAS No.: 63257-03-4
• Molecular Formula: C6H8 N2 O2 S
• Molecular Weight: 172.208
• Hs Code.: 2934100090
• European Community (EC) Number: 804-007-7
• DSSTox Substance ID: DTXSID80360614
• Wikidata: Q72487171
• ChEMBL ID: CHEMBL1698742
• Mol file: 63257-03-4.mol

Synonyms:Methyl 2-amino-5-methylthiazole-4-carboxylate;63257-03-4;methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate;MFCD04035351;Methyl 2-imino-5-methyl-2,3-dihydrothiazole-4-carboxylate;MLS000763600;SCHEMBL794531;CHEMBL1698742;2-amino-5-methyl-thiazole-4-carboxylic acid methyl ester;DTXSID80360614;ZPFCEYUYBJVUED-UHFFFAOYSA-N;2-AMINO-5-METHYL-THIAZOLE-4-CARBOXYLICACIDMETHYLESTER;HMS2614D08;STL303702;AKOS006276446;SMR000337194;SY065498;CS-0061157;FT-0685513;Methyl2-amino-5-methylthiazole-4-carboxylate;EN300-138033;methyl 2-amino-5-methyl-thiazole-4-carboxylate;8W-0333;A868198;J-521937;2-amino-5-methylthiazole-4-carboxylic acid methyl ester;4-Thiazolecarboxylicacid,2-amino-5-methyl-,methyl ester;Methyl 2-amino-5-methylthiazole-4-carboxylate, AldrichCPR

Chemical Property of Methyl 2-amino-5-methylthiazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.00106mmHg at 25°C
• Boiling Point: 301.3oC at 760 mmHg
• PKA: 2.94±0.10(Predicted)
• Flash Point: 136oC
• PSA: 93.45000
• Density: 1.339g/cm3
• LogP: 1.40150
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 172.03064868
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2-amino-5-methylthiazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=C(S1)N)C(=O)OC

Technology Process of Methyl 2-amino-5-methylthiazole-4-carboxylate

There total 7 articles about Methyl 2-amino-5-methylthiazole-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: 64.0%

methyl 3-bromo-2-oxobutanoate (34329-73-2) + thiourea (17356-08-0) → methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (63257-03-4)

Guidance literature:

In 1,4-dioxane; for 3h; Reflux;

Reference yield: 50.0%

methanol (67-56-1) + 2-Oxobutyric acid (600-18-0) + thiourea (17356-08-0) → methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (63257-03-4)

Guidance literature:

methanol; 2-Oxobutyric acid; With thionyl chloride; at 0 ℃; for 3h; Inert atmosphere;

With bromine; In diethyl ether; at 0 ℃; for 15h; Reflux; Inert atmosphere;

thiourea; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2021.113764

Reference yield: 10.0%

dichloroacetic acid methyl ester (116-54-1) + acetaldehyde (75-07-0,9002-91-9) + thiourea (17356-08-0) → methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (63257-03-4)

Guidance literature:

dichloroacetic acid methyl ester; acetaldehyde; With sodium methylate; In methanol; diethyl ether; at 0 - 20 ℃;

thiourea; In methanol; for 4h; Reflux;

DOI:10.2174/1570180814666170306120954

upstream raw materials:

methanol

acetaldehyde

thiourea

ethyl 1,1-dichloroacetate

Refernces

• 1、 Al-Balas, Qosay A.,Hassan, Mohammad A.,Jabal, Ghazi A. Al,Al-Shari, Nizar A.,Almaaytah, Ammar M.,El-Elimat, Tamam. "Novel Thiazole Carboxylic Acid derivatives possessing a "zinc Binding Feature" as Potential human glyoxalase-I inhibitors". . p. 1124 - 1134. Retrieved 2017/11/14.
• 2、 -. "NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS". Page/Page column 40. . Retrieved 2010/03/02.