53266-94-7

Basic information

• Product Name: Ethyl 2-amino-4-thiazoleacetate
• Synonyms: ATAA;AURORA 8002;Ethyl 2-aminothiazol-4-yl-acetate;ETHYL 2-AMINOTHIAZOLE-4-ACETATE;ETHYL (2-AMINO-1,3-THIAZOL-4-YL)ACETATE;ETHYL (2-AMINO-4-THIAZOLYL)ACETATE;ETHYL 2-AMINO-4-THIAZOLEACETATE;ETHYL 2-(2-AMINOTHIAZOL-4-YL) ACETATE
• CAS NO: 53266-94-7
• Molecular Formula: C₇H₁₀N₂O₂S
• Molecular Weight: 186.23
• EINECS: 258-452-1
• Product Categories: Pharmaceutical Intermediates;Nitrogen cyclic compounds;Amines;blocks;Carboxes;Thiazoles;Heterocyclic Compounds;(intermediate of cefotiam);Cephalosporins;Building Blocks;Heterocyclic Building Blocks;Other APIs
• Mol File: 53266-94-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 92-94 °C(lit.)
• Boiling Point: 318.5 °C at 760 mmHg
• Flash Point: 185 °C
• Appearance: Slightly yellow to beige/Crystalline Powder
• Density: 1.2900 (rough estimate)
• Vapor Pressure: 0.00036mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 3.72±0.10(Predicted)
• BRN: 139617
• CAS DataBase Reference: Ethyl 2-amino-4-thiazoleacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-amino-4-thiazoleacetate(53266-94-7)
• EPA Substance Registry System: Ethyl 2-amino-4-thiazoleacetate(53266-94-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• F: 23
• HazardClass: IRRITANT
• Hazardous Substances Data: 53266-94-7(Hazardous Substances Data)

Usage

Description

Ethyl 2-amino-4-thiazoleacetate, also known as Ethyl 2-aminothiazole-4-acetate, is an organic ligand characterized by its slightly yellow to beige crystalline powder appearance. It possesses strong coordination ability and displays diverse coordination modes due to the presence of N, O coordination atoms, making it a versatile building block for the synthesis of various pharmaceutical and biologically active compounds, including inhibitors and antibiotics.

Uses

Used in Pharmaceutical Synthesis:
Ethyl 2-amino-4-thiazoleacetate is used as a building block for the synthesis of various pharmaceutical compounds, particularly for creating biologically active molecules with potential applications in the medical field.
Used in Antibiotic Production:
Ethyl 2-amino-4-thiazoleacetate is also utilized in the synthesis of antibiotics, such as Cefdinir (C242675) derivatives, contributing to the development of new and effective treatments for bacterial infections.
Used in Coordination Chemistry:
Due to its strong coordination ability and diverse coordination modes, Ethyl 2-amino-4-thiazoleacetate is used as a ligand in coordination chemistry, allowing for the formation of various complexes with potential applications in different industries.

InChI:InChI=1/C7H10N2O2S/c1-2-11-6(10)3-5-4-12-7(8)9-5/h4H,2-3H2,1H3,(H2,8,9)

Upstream product

• 29676-71-9 2-amino-4-thiazoleacetic acid 
• 64-17-5 ethanol 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 17356-08-0 thiourea 
• 84911-18-2 ethyl 2-bromoacetoacetate 
• 13176-46-0 4-bromoethyl acetoacetate 
• 141-97-9 ethyl acetoacetate 
• 420-04-2 CYANAMID 

Downstream Products

• 349626-29-5 {2-[(N-acetyl-sulfanilyl)-amino]-thiazol-4-yl}-acetic acid ethyl ester 
• 56355-79-4 ethyl 2-(2-bromo-1,3-thiazol-4-yl)acetate 
• 759405-82-8 {2-imino-3-[2-(4-nitro-phenyl)-2-oxo-ethyl]-2,3-dihydro-thiazol-4-yl}-acetic acid ethyl ester 
• 64220-26-4 [2-[(triphenyl-methyl)-amino]-thiazol-4-yl] acetic acid 
• 34467-14-6 Aethyl-(5,6-dihydro-imidazo<2,1-b>thiazol-3-yl)-acetat 
• 121953-08-0 4-ethoxycarbonylmethyl-2-imino-3-phenacyl-2,3-dihydrothiazole 
• 134259-88-4 [2-imino-3-(2-oxo-2-p-tolyl-ethyl)-2,3-dihydro-thiazol-4-yl]-acetic acid ethyl ester 
• 752931-73-0 {3-[2-(4-chloro-phenyl)-2-oxo-ethyl]-2-imino-2,3-dihydro-thiazol-4-yl}-acetic acid ethyl ester 
• 134259-91-9 {3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-2-imino-2,3-dihydro-thiazol-4-yl}-acetic acid ethyl ester 
• 134259-89-5 {2-imino-3-[2-(4-methoxy-phenyl)-2-oxo-ethyl]-2,3-dihydro-thiazol-4-yl}-acetic acid ethyl ester 
• 63788-65-8 2-(2-amino-1,3-thiazol-4-yl)acetohydrazide 
• 80715-43-1 ethyl 2-(2-(tritylamino)thiazol-4-yl)acetate 
• 92592-02-4 ethyl 2-benzyloxycarbonylaminothiazol-4-ylacetate 
• 64987-05-9 ethyl 2-(2-formylaminothiazol-4-yl)acetate 

Relevant articles and documents

Synthesis of 2-Aminothiazole Derivatives in Easy Two-Step, One-Pot Reaction

Condensation of brominated ethyl acetoacetate with thiourea gives 2-amino-5-ethoxycarbonyl-4-methylthiazole (1) and ethyl α-(2-amino-4-thiazolyl)acetate (2), indicating that bromination of the substrate occurs on both sides of the carbonyl group. X-ray di

One-pot method for preparing cefotiam intermediate 2-aminothiazole-4-acetic acid

The invention discloses a one-pot method for preparing a cefotiam intermediate that is 2-aminothiazole-4-acetic acid. The method is technically characterized by comprising the following steps: 1) by taking water as a solvent, carrying out ring closing by using thiourea and ethyl 4-chloroacetoacetate at a proper temperature and a proper molar ratio to generate ethyl 2-aminothiazole-4-acetate; afterthe reaction is finished, directly carrying out the next step of reaction on the reaction solution; 2) adding a certain amount of an alkali into the reaction solution for a hydrolysis reaction at a proper temperature, and 3) after the reaction is finished, adding a certain amount of an acid into the reaction solution at a proper temperature to adjust the pH value, and separating out the product.

Study on a New Method for Synthesis of Mirabegron

Mirabegron is a muscle relaxing drug for the treatment of overactive bladder. The existing synthetic methods for mirabegron produced intermediate product 4-(2-(phenethylamino)ethyl)aniline, which complicated the final product purification process. In this study, we designed a new synthetic route for mirabegron with low cost starting materials and a production of mirabegron at a 99.6% purity and a 61% overall yield. Particularly, this new synthetic route did not produce side product 4-(2-(phenethylamino)ethyl)aniline, which significantly simplified the product purification process.