Ethyl 2-amino-4-methylthiazole-5-carboxylate

Ethyl 2-amino-4-methylthiazole-5-carboxylate Property

Melting point:

176-180 °C(lit.)

Boiling point:

313.1±22.0 °C(Predicted)

Density 

1.283±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS pH 7.2 (1:1): 0.5 mg/ml

form 

powder to crystal

pka

3.90±0.10(Predicted)

color 

White to Almost white

Water Solubility 

insoluble

InChI

InChI=1S/C7H10N2O2S/c1-3-11-6(10)5-4(2)9-7(8)12-5/h3H2,1-2H3,(H2,8,9)

InChIKey

WZHUPCREDVWLKC-UHFFFAOYSA-N

SMILES

S1C(C(OCC)=O)=C(C)N=C1N

CAS DataBase Reference

7210-76-6(CAS DataBase Reference)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36-36/37/39-22

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29349990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

Ethyl 2-amino-4-methylthiazole-5-carboxylate Chemical Properties,Usage,Production

Chemical Properties

off-white powder

Uses

Ethyl 2-amino-4-methylthiazole-5-carboxylate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

Thiourea (2.55 g, 0.033 mol, 1.1 eq.) was added to a solution of ethyl 2-chloro-3-oxobutanoate (5 g, 0.030 mol, 1 eq.) in ethanol (25 mL) at 25 °C. The reaction mixture was heated to reflux and kept for 3 hours. Upon completion of the reaction, the reaction mixture was slowly cooled to 25 °C under continuous stirring to induce precipitation of the product as a white solid. The precipitated solid was collected by filtration through a Büchner funnel and dried under vacuum to afford ethyl 2-amino-4-methylthiazole-5-carboxylate (4.8 g, 64% yield) as a final fine white powder.

References

[1] Patent: CN108570017, 2018, A. Location in patent: Paragraph 0030; 0031; 0033; 0035; 0037
[2] Chemical Biology and Drug Design, 2016, vol. 87, # 4, p. 508 - 516
[3] Patent: CN102942565, 2016, B. Location in patent: Paragraph 0028-0031; 0087-0088
[4] Archiv der Pharmazie, 2017, vol. 350, # 2,
[5] Acta Poloniae Pharmaceutica - Drug Research, 2017, vol. 74, # 6, p. 1699 - 1709