2-Amino-thiazole-4-carboxylic acid methyl ester
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2-Amino-thiazole-4-carboxylic acid methyl ester
structure -
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CAS No:
118452-04-3
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Formula:
C5H6N2O2S
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Chemical Name:
2-Amino-thiazole-4-carboxylic acid methyl ester
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Synonyms:
AURORA KA-222;METHYL 2-AMINO-1,3-THIAZOLE-4-CARBOXYLATE;METHYL 2-AMINOTHIAZOLE-4-CARBOXYLATE;2-amino-thiazole-4-carboxylic acid methyl ester;Methyl 2-Aminothioazole-4-carboxylate;Methyl-2-amino;Methyl 2-amino-4-thiazoleformate;Methyl 2-aminothiazole-4-carboxylate ,99%
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CAS No:
2-Amino-thiazole-4-carboxylic acid methyl ester Basic Attributes
158.18
158.014999
1312995-182-4
DTXSID40357005
2934100090
Characteristics
93.4
0.8
light yellow crystal
1.408±0.06 g/cm3(Predicted)
160-164
298.7±13.0 °C(Predicted)
134.5±19.8 °C
1.606
Refrigerator
0.001mmHg at 25°C
Safety Information
NONH for all modes of transport
3
36/37/38
26
Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Amino-thiazole-4-carboxylic acid methyl ester Use and Manufacturing
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 NaHC0solution 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 NaHCOA mixture of 2-amino-thiazole-4-carboxylic acid ethyl ester (38 g, 221 mmol) in methanol (400 mL) was cooled in an ice bath and to it was added 25percent sodium methoxide over 30 minutes. The ice bath was removed after 30 minutes. A few small particles were filtered off and to this yellow solution was added saturated aqueous ammonium chloride and it was concentrated to remove excess methanol. The mixture was adjusted to pH=9.0 with sodium bicarbonate and extracted using 1:1 ether/tetrahydrofuran (3.x.200 mL). The combined organic extracts were washed with water, dried over sodium sulfate and concentrated to give a pale yellow solid which still contained some solvent. It was taken into hexanes, filtered on a 5.5 cm funnel then dried in vacuo to give 2-amino-thiazole-4-carboxylic acid methyl ester as a pale yellow solid (15.6 g, 45percent).
Used as pharmaceutical intermediate
Computed Properties
Molecular Weight:158.18
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:158.01499861
Monoisotopic Mass:158.01499861
Topological Polar Surface Area:93.4
Heavy Atom Count:10
Complexity:142
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Amino-thiazole-4-carboxylic acid methyl ester
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