Methyl 2-Aminothiazole-4-carboxylate Chemical Properties

Melting point:

160-164

Boiling point:

298.7±13.0 °C(Predicted)

Density 

1.408±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Water

pka

2.46±0.10(Predicted)

form 

Solid

color 

Yellow

InChI

InChI=1S/C5H6N2O2S/c1-9-4(8)3-2-10-5(6)7-3/h2H,1H3,(H2,6,7)

InChIKey

WYVZZWKIKAKUKV-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

118452-04-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2934100090

Methyl 2-Aminothiazole-4-carboxylate Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

Methyl 2-Aminothioazole-4-carboxylate (cas# 118452-04-3) is a compound useful in organic synthesis.

Synthesis

A solution of methyl 3-bromo-2-oxo-propanoate (10 g, 51 mmol) and thiourea (4.0 g, 552 mmol) in EtOH (200 mL) was added CuOAc (0.3 g, 2.62 mmol), then stirred at room temperature for 10 h. The mixture was concentrated to give the crude product (16 g). The crude product was basified with NaHC03 to pH=8, then extracted with EtOAc (200 mL x 3). The organic layer was washed with H20 (100 mL) and brine (100 mL), and then dried over anhydrous Na2S04, and then concentrated to give the product Methyl 2-Aminothiazole-4-carboxylate (8.0 g) as a yellow solid.

References

[1] Synthesis (Germany), 2013, vol. 45, # 10, p. 1300 - 1311
[2] Justus Liebigs Annalen der Chemie, 1951, vol. 571, p. 44,55
[3] Patent: WO2014/37480, 2014, A1. Location in patent: Page/Page column 125
[4] Patent: US2015/31687, 2015, A1. Location in patent: Paragraph 0439; 0440

Methyl 2-Aminothiazole-4-carboxylate(118452-04-3)Related Product Information

• Ethyl 2-amino-1,3-thiazole-4-carboxylate
• Methyl 2-Aminothiazole-4-carboxylate
• Methyl 2-amino-5-bromothiazole-4-carboxylate
• 2-AMINO-THIAZOLE-5-CARBOXYLIC ACID METHYL ESTER
• 2-AMINO-4-THIAZOLE CARBOXYLIC ACID HBR
• 2-Aminothiazole
• Formic acid
• 4-Thiazolecarboxylic acid
• METHYL 2-AMINO-5-PHENYL-1,3-THIAZOLE-4-CARBOXYLATE
• ETHYL 2-[(2-CHLOROACETYL)AMINO]-1,3-THIAZOLE-4-CARBOXYLATE
• ETHYL 2-AMINOTHIAZOLE-4-CARBOXYLATE
• METHYL 2-AMINO-5-ETHYL-1,3-THIAZOLE-4-CARBOXYLATE
• AcotiaMide Related CoMpound 6
• Acotiamide Impurity 15
• Acotiamide Impurity 30
• Acotiamide Impurity 40
• AcotiaMide iMpurity 5
• AcotiaMide IMpurity 7