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Ethyl 2-aminothiazole-5-carboxylate

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Name

Ethyl 2-aminothiazole-5-carboxylate

EINECS 676-105-6
CAS No. 32955-21-8 Density 1.336 g/cm3
PSA 93.45000 LogP 1.48320
Solubility Insoluble in water Melting Point 144-148 °C
Formula C6H8N2O2S Boiling Point 308 °C at 760 mmHg
Molecular Weight 172.208 Flash Point 140.1 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 32955-21-8 (Ethyl 2-aminothiazole-5-carboxylate) Hazard Symbols IrritantXi
Synonyms

2-Amino-5-(ethoxycarbonyl)thiazole;2-Aminothiazole-5-carboxylic acid ethyl ester;Ethyl 2-amino-1,3-thiazole-5-carboxylate;Ethyl 2-amino-5-thiazolecarboxylate;NSC 233051;Ethyl-2-aminothiazole-5-carboxylate;

Article Data 19

Ethyl 2-aminothiazole-5-carboxylate Synthetic route

1001-26-9

ethyl 3-ethoxyacrylate

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium sulfide; copper In tetrahydrofuran; water at 55℃; for 1.5h; Temperature; Inert atmosphere;95.7%
1001-26-9

ethyl 3-ethoxyacrylate

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxyacrylate With N-Bromosuccinimide In 1,4-dioxane; water
Stage #2: With thiourea
91%
With ammonium hydroxide; N-Bromosuccinimide; thiourea In 1,4-dioxane; water
17356-08-0

thiourea

2-bromo-3-ethoxy-3-hydroxy-propionic acid ethyl ester

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In 1,4-dioxane; water at 80℃; for 1h;90%
In 1,4-dioxane; water at 80℃; for 1h;
In 1,4-dioxane at 80℃; for 1h;1.4 g
1001-26-9

ethyl 3-ethoxyacrylate

17356-08-0

thiourea

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxyacrylate With N-Bromosuccinimide In 1,4-dioxane; water at -10 - 20℃; for 1h;
Stage #2: thiourea In 1,4-dioxane; water at 80℃; for 1h;
70%
Stage #1: ethyl 3-ethoxyacrylate With N-Bromosuccinimide In 1,4-dioxane; water at -10 - 20℃; for 1h;
Stage #2: thiourea In 1,4-dioxane; water at 80℃; for 1h;
Stage #3: With ammonium chloride In 1,4-dioxane; water at 20℃; for 0.166667h;
66%
33142-21-1

ethyl 2-chloro-3-oxopropanoate

17356-08-0

thiourea

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In water 1.) reflux, 15 min, 2.) RT, 12 h;67%
111603-56-6

ethyl 2-<2-amino-5-(ethoxycarbonyl)-4-thiazolylthio>acetoacetate

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With nickel In ethanol for 16h; Heating;39%
99903-61-4

2-acetylamino-thiazole-5-carbonitrile

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride at 135℃;
5941-55-9

ethyl 3-ethoxyacrylate

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-bromosuccinimide / H2O; dioxane / 0.5 h / -10 - 20 °C
2: 90 percent / H2O; dioxane / 1 h / 80 °C
View Scheme
105-39-5

chloroacetic acid ethyl ester

17356-08-0

thiourea

109-94-4

formic acid ethyl ester

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: chloroacetic acid ethyl ester; formic acid ethyl ester With sodium In ethanol at -10 - -5℃;
Stage #2: thiourea In ethanol at 80℃; for 1.25h;
10601-80-6

ethyl 3,3-diethoxypropanoate

32955-21-8

2-amino-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2 h / 190 - 200 °C
2: water; N-Bromosuccinimide / 1,4-dioxane / 1 h / -10 - 20 °C
3: 1,4-dioxane / 1 h / 80 °C
View Scheme

Ethyl 2-aminothiazole-5-carboxylate Chemical Properties

Empirical Formula: C6H8N2O2S
Molecular Weight: 172.2049
Nominal Mass: 172 Da
Average Mass: 172.2049 Da
Monoisotopic Mass: 172.030648 Da 
Index of Refraction: 1.588 Molar
Refractivity: 43.37 cm3
Molar Volume: 128.8 cm3
Surface Tension: 57.7 dyne/cm
Density: 1.336 g/cm3
Flash Point: 140.1 °C
Enthalpy of Vaporization: 54.86 kJ/mol
Boiling Point: 308 °C at 760 mmHg
Vapour Pressure: 0.000701 mmHg at 25 °C
Structure of Ethyl 2-aminothiazole-5-carboxylate (CAS NO.32955-21-8):
                         
IUPAC Name: Ethyl 2-amino-1,3-thiazole-5-carboxylate
Canonical SMILES: CCOC(=O)C1=CN=C(S1)N
InChI: InChI=1S/C6H8N2O2S/c1-2-10-5(9)4-3-8-6(7)11-4/h3H,2H2,1H3,(H2,7,8)
InChIKey: VNZXERIGKZNEKB-UHFFFAOYSA-N
Product Category of Ethyl 2-aminothiazole-5-carboxylate (CAS NO.32955-21-8): Amines;Carboxes;Thiazole series;Amines and Anilines;Heterocycles;Heterocycle intermediates

Ethyl 2-aminothiazole-5-carboxylate Safety Profile

Hazard Codes of Ethyl 2-aminothiazole-5-carboxylate (CAS NO.32955-21-8): IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

Ethyl 2-aminothiazole-5-carboxylate Specification

 Ethyl 2-aminothiazole-5-carboxylate , its cas register number is 32955-21-8. It also can be called Ethyl 2-amino-1,3-thiazole-5-carboxylate ; and 2-Amino-5-(ethoxycarbonyl)thiazole .

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