Methyl 2-(2-aminothiazol-4-yl)acetate

Base Information

• Chemical Name: Methyl 2-(2-aminothiazol-4-yl)acetate
• CAS No.: 64987-16-2
• Molecular Formula: C6H8N2O2S
• Molecular Weight: 172.208
• European Community (EC) Number: 623-474-6
• DSSTox Substance ID: DTXSID10353317
• Nikkaji Number: J1.628.851I
• Wikidata: Q72487463
• ChEMBL ID: CHEMBL1617358
• Mol file: 64987-16-2.mol

Synonyms:64987-16-2;Methyl 2-(2-aminothiazol-4-yl)acetate;methyl 2-(2-amino-1,3-thiazol-4-yl)acetate;Methyl 2-amino-4-thiazoleacetate;(2-Amino-thiazol-4-yl)-acetic acid methyl ester;methyl (2-amino-1,3-thiazol-4-yl)acetate;4-Thiazoleacetic acid, 2-amino-, methyl ester;MFCD00129969;Methyl 2-amino-4-thiazoleacetate, 98%;BAS 00278636;methyl(2-amino-1,3-thiazol-4-yl)acetate;methyl 2-aminothiazole-4-acetate;(2-Amino-thiazol-4-yl)acetic acid methyl ester;2-(2-amino-4-thiazolyl)acetic acid methyl ester;Oprea1_198582;Oprea1_765906;SCHEMBL222254;IFLab1_001040;CHEMBL1617358;methyl (2-imino-2,3-dihydro-1,3-thiazol-4-yl)acetate;SCHEMBL11003109;Methyl-2-amino-4-thiazolacetate;DTXSID10353317;XTQKFBGFHDNUFY-UHFFFAOYSA-N;AMY23602;BCP23725;STL484256;AKOS000320125;AKOS006242253;Methyl2-(2-aminothiazol-4-yl)acetate;SB12892;SDCCGMLS-0005094.P002;SY122159;2-Amino-4-thiazoleacetic acid methyl ester;CS-0045045;FT-0659969;EN300-05271;(2-aminothiazol-4-yl)acetic acid methyl ester;methyl 2-(2-azanyl-1,3-thiazol-4-yl)ethanoate;7X-0710;A834932;AO-181/25113012;J-521811;Z48847547;F0856-0291

Chemical Property of Methyl 2-(2-aminothiazol-4-yl)acetate

Chemical Property:

• Vapor Pressure: 0.00073mmHg at 25°C
• Melting Point: 112-116 °C(lit.)
• Refractive Index: 1.589
• Boiling Point: 307.3 °C at 760 mmHg
• PKA: 3.61±0.10(Predicted)
• Flash Point: 139.7 °C
• PSA: 93.45000
• Density: 1.353 g/cm³
• LogP: 1.02200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 172.03064868
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

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

Methyl 2-amino-4-thiazoleacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CC1=CSC(=N1)N
• Uses: Methyl 2-Amino-4-thiazoleacetate is a reactant in the preparation of N-[4-(substituted)-1,3-thiazol-2-yl]-2-(substituted)acetamides as antibacterial agents against S. aureus, E. coli, P. aeruginosa, and K. pneumonia.

Technology Process of Methyl 2-(2-aminothiazol-4-yl)acetate

There total 4 articles about Methyl 2-(2-aminothiazol-4-yl)acetate 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: 93.0%

methanol (67-56-1) + 2-amino-4-thiazoleacetic acid (29676-71-9) → (2-amino-thiazol-4-yl)-acetic acid methyl ester (64987-16-2)

Guidance literature:

methanol; 2-amino-4-thiazoleacetic acid; With sulfuric acid; In methanol; at 0 ℃; Reflux;

With sodium hydrogencarbonate; pH=8 - 9;

Reference yield: 89.5%

Methyl 4-chloroacetoacetate (32807-28-6,935731-94-5) + thiourea (17356-08-0) → (2-amino-thiazol-4-yl)-acetic acid methyl ester (64987-16-2)

Guidance literature:

In ethanol; Reflux;

Reference yield:

2-amino-4-thiazoleacetic acid (29676-71-9) + diazomethyl-trimethyl-silane (18107-18-1) → (2-amino-thiazol-4-yl)-acetic acid methyl ester (64987-16-2)

Guidance literature:

In methanol; benzene; at 20 ℃;

upstream raw materials:

Methyl 4-chloroacetoacetate

thiourea

methanol

2-amino-4-thiazoleacetic acid

Downstream raw materials:

2-(2-bromothiazol-4-yl)ethanol

2-{2[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid

N,N'-(5,5'-((1S,3S)-cyclohexane-1,3-diyl)bis(1,3,4-thiadiazole-5,2-diyl))bis(2-(2-methoxythiazol-4-yl)acetamide)

methyl 2-(2-(2-(3-methoxyphenyl)acetamido)thiazol-4-yl)acetate

Refernces

• 1、 -. "NLRP MODULATORS". Page/Page column 371; 372. . Retrieved 2020/01/31.
• 2、 Praveen, Aletti S.,Yathirajan, Hemmige S.,Narayana, Badiadka,Sarojini, Balladka K.. "Synthesis, characterization and antimicrobial studies of a few novel thiazole derivatives". . p. 259 - 268. Retrieved 2014/03/21.