ethyl 3-ethoxyacrylate
urea
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium sulfide; copper In tetrahydrofuran; water at 55℃; for 1.5h; Temperature; Inert atmosphere; | 95.7% |
ethyl 3-ethoxyacrylate
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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 |
thiourea
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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 |
ethyl 3-ethoxyacrylate
thiourea
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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% |
ethyl 2-chloro-3-oxopropanoate
thiourea
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In water 1.) reflux, 15 min, 2.) RT, 12 h; | 67% |
ethyl 2-<2-amino-5-(ethoxycarbonyl)-4-thiazolylthio>acetoacetate
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With nickel In ethanol for 16h; Heating; | 39% |
2-acetylamino-thiazole-5-carbonitrile
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride at 135℃; |
ethyl 3-ethoxyacrylate
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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 |
chloroacetic acid ethyl ester
thiourea
formic acid ethyl ester
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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; |
ethyl 3,3-diethoxypropanoate
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
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-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylate
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
at 225℃; under 38787.1 Torr; for 0.166667h; Flow reactor; |
2-amino-thiazole-5-carboxylic acid ethyl ester
di-tert-butyl dicarbonate
ethyl 2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
dmap In tetrahydrofuran at 30℃; for 5.5h; | 99.23% |
With dmap In tetrahydrofuran at 30℃; for 5.5h; | 99.23% |
In isopropyl alcohol at 50℃; for 24h; | 93% |
2-amino-thiazole-5-carboxylic acid ethyl ester
acetic anhydride
ethyl 2-acetamidothiazole-5-carboxylate
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0℃; for 2h; Reflux; | 98% |
With pyridine; dmap In dichloromethane for 2h; Reflux; | 98% |
With pyridine; dmap In dichloromethane at 0℃; for 2h; Reflux; | 98% |
3-cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acid
2-amino-thiazole-5-carboxylic acid ethyl ester
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
2-[3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionylamino]-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 98% |
2,4-dichloro-2-methylpyrimidine
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 72h; Inert atmosphere; | 98% |
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 3h; Inert atmosphere; | 87% |
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; Cooling with ice; | 83.5% |
With caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 8.08333h; | 82% |
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3h; | 81% |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-chloro-thiazole-5-carboxylate
Conditions | Yield |
---|---|
With hydrogenchloride; tert.-butylnitrite In acetonitrile | 97% |
2-amino-thiazole-5-carboxylic acid ethyl ester
benzoyl chloride
2-Benzoylamino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With pyridine for 48h; Ambient temperature; | 95% |
2-amino-thiazole-5-carboxylic acid ethyl ester
p-tert-butyl benzoyl chloride
2-[N-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic Acid Ethyl Ester
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 88% |
2,5-dichloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-4-pyrimidinamine
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; Microwave irradiation; | 87% |
2-amino-thiazole-5-carboxylic acid ethyl ester
2-aminothiazole-5-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water Reflux; | 86% |
With sodium hydroxide | |
With barium dihydroxide | |
With potassium hydroxide In methanol |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-iodothiazole-5-carboxylate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; potassium iodide; sodium nitrite In water; acetonitrile at 0 - 20℃; | 85% |
2-amino-thiazole-5-carboxylic acid ethyl ester
o-carboxybenzaldehyde
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; Green chemistry; | 82% |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
79.5% |
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
79.5% |
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 1,4-dioxane at 90℃; for 15h; Sealed tube; Inert atmosphere; | 79% |
2-amino-thiazole-5-carboxylic acid ethyl ester
2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol
ethyl (6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formate
Conditions | Yield |
---|---|
Stage #1: 2-amino-thiazole-5-carboxylic acid ethyl ester; 2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene for 16h; Reflux; Stage #2: With hydrogenchloride In water; toluene for 0.166667h; Stage #3: With sodium hydroxide In water at 10 - 15℃; for 1h; | 70.5% |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-{[6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]amino}-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
With acetic acid Heating; | 70% |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
With dmap; triethanolamine In tetrahydrofuran | 68% |
2-amino-thiazole-5-carboxylic acid ethyl ester
di-tert-butyl dicarbonate
A
C16H24N2O6S
B
ethyl 2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
With dmap In dichloromethane for 15h; | A 17% B 65% |
3,4-dihydro-2H-pyran
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-(tetrahydro-2H-pyran-2-ylamino)thiazole-5-carboxylate
Conditions | Yield |
---|---|
trifluoroacetic acid In acetonitrile Heating / reflux; | 64% |
2-amino-thiazole-5-carboxylic acid ethyl ester
6-(3-ethylureido)nicotinic acid
C15H17N5O4S
Conditions | Yield |
---|---|
Stage #1: 6-(3-ethylureido)nicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2-amino-thiazole-5-carboxylic acid ethyl ester In N,N-dimethyl-formamide at 45℃; for 18h; | 63% |
2-[(3R,5S)-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetic acid
2-amino-thiazole-5-carboxylic acid ethyl ester
(3R,5S)-N-propanesulfonyl-1-(3-acetoxy-2,2-dimethylpropyl)-7-chloro-5-(2,3-dimethoxyphenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetamide
isobutyl chloroformate
Conditions | Yield |
---|---|
With pyridine; triethylamine In water; N,N-dimethyl-formamide | 62.1% |
3-cyclopentyl-2-(3,4-dichlorophenyl)propionic acid
2-amino-thiazole-5-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 25℃; for 14h; Inert atmosphere; | 61% |
2-amino-thiazole-5-carboxylic acid ethyl ester
2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With pyridine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate at 90℃; for 3h; | 53% |
2-amino-thiazole-5-carboxylic acid ethyl ester
ethyl 2-bromo-1,3-thiazole-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: 2-amino-thiazole-5-carboxylic acid ethyl ester With hydrogen bromide; sodium nitrite In water at 0℃; Stage #2: With hydrogen bromide; copper(I) bromide In water at 0 - 20℃; | 50% |
Stage #1: 2-amino-thiazole-5-carboxylic acid ethyl ester With hydrogen bromide; sodium nitrite In water at 0℃; for 0.25h; Stage #2: With hydrogen bromide; copper(I) bromide In water at 0 - 20℃; for 4h; | 50.18% |
Stage #1: 2-amino-thiazole-5-carboxylic acid ethyl ester With hydrogen bromide; sodium nitrite In water at 0℃; for 0.25h; Stage #2: With copper(I) bromide In water at 0 - 20℃; for 4h; | 50.18% |
2-amino-thiazole-5-carboxylic acid ethyl ester
2-nitrochalcone
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium carbonate In ethanol at 90℃; for 1h; Schlenk technique; Inert atmosphere; | 45% |
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
Hazard Codes of Ethyl 2-aminothiazole-5-carboxylate (CAS NO.32955-21-8): Xi
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 , 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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