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5-Aminothiazole-4-carboxylic acid ethyl ester

Product Name
5-Aminothiazole-4-carboxylic acid ethyl ester
CAS No.
18903-18-9
Chemical Name
5-Aminothiazole-4-carboxylic acid ethyl ester
Synonyms
Ethyl 5-aminothiazole-4-carboxylate;2-Pyrrolidinone,6-(hydroxymethyl)-;Ethyl 5-aMino-1,3-thiazole-4-carboxylate;5-Aminothiazole-4-carboxylic acid ethyl ester;4-Thiazolecarboxylic acid, 5-aMino-, ethyl ester;ethyl 5-aminothiazole-4-carboxylate hydrochloride
CBNumber
CB31113317
Molecular Formula
C6H8N2O2S
Formula Weight
172.2
MOL File
18903-18-9.mol
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5-Aminothiazole-4-carboxylic acid ethyl ester Property

Melting point:
163.5 °C
Boiling point:
300.7±22.0 °C(Predicted)
Density 
1.336±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
1.67±0.10(Predicted)
Appearance
Off-white to light yellow Solid
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Safety

HS Code 
2934100090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
E939903
Product name
Ethyl5-aminothiazole-4-carboxylate
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
9849AA
Product name
Ethyl5-aminothiazole-4-carboxylate
Packaging
250mg
Price
$195
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0384542
Product name
ETHYL-5-AMINOTHIAZOLE-4-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$501.05
Updated
2021/12/16
Matrix Scientific
Product number
135414
Product name
Ethyl 5-amino-1,3-thiazole-4-carboxylate
Purity
95%+
Packaging
2.500g
Price
$1565
Updated
2021/12/16
Matrix Scientific
Product number
135414
Product name
Ethyl 5-amino-1,3-thiazole-4-carboxylate
Purity
95%+
Packaging
5g
Price
$2360
Updated
2021/12/16
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5-Aminothiazole-4-carboxylic acid ethyl ester Chemical Properties,Usage,Production

Synthesis Reference(s)

Tetrahedron, 41, p. 5989, 1985 DOI: 10.1016/S0040-4020(01)91439-5

Synthesis

1759-25-7

18903-18-9

Synthesis of compound 16c: Preparation of ethyl 5-aminothiazole-4-carboxylate: compound 16b (9.0 g, 58 mmol) was suspended in toluene (200 ml). Lawesson's reagent (23.0 g, 58 mmol, 1 eq.) was added at once. The resulting yellow suspension was stirred overnight at 70 °C and under N2 atmosphere. Upon completion of the reaction, the mixture was cooled to 0°C and the toluene layer was poured from the colloidal material at the bottom of the flask and washed with aqueous 1N hydrochloric acid (6 x 50 ml). The colloidal material was dissolved in methanol (150 ml) and subsequently concentrated under reduced pressure. The residue (brown oily substance) was suspended in tert-butyl methyl ether (TBME, 300 ml) and washed with 1N aqueous hydrochloric acid (1 x 300 ml, 2 x 100 ml). The aqueous portions were combined and alkalized with 2N aqueous sodium hydroxide (460 ml) followed by extraction with ethyl acetate (EtOAc, 1 x 300 ml, 2 x 200 ml and 1 x 100 ml). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product ethyl 5-aminothiazole-4-carboxylate (7 g). The crude product was purified by column chromatography (silica gel, heptane-ethyl acetate, 1/1) to afford compound 16c (6 g, 35 mmol, 60% yield) as a brown solid.1H-NMR (300 MHz, CDCl3) δ 7.89 (s, 1H), 6.04 (bs, 2H), 4.42 (q, 2H, J=7Hz), 1.43 (t, 3H) J=7Hz).

References

[1] Patent: WO2008/59368, 2008, A2. Location in patent: Page/Page column 66-68
[2] Patent: WO2014/33630, 2014, A1. Location in patent: Page/Page column 50
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3774 - 3780
[4] Nucleosides and Nucleotides, 1995, vol. 14, # 3-5, p. 313 - 316
[5] Chemical and Pharmaceutical Bulletin, 1971, vol. 19, p. 119 - 123

5-Aminothiazole-4-carboxylic acid ethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Aminothiazole-4-carboxylic acid ethyl ester Suppliers

Aladdin Scientific
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United States
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Synthonix Inc
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Combi-Blocks Inc.
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Matrix Scientific
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Alfa Chemistry
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Focus Synthesis LLC
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United States
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View Lastest Price from 5-Aminothiazole-4-carboxylic acid ethyl ester manufacturers

Career Henan Chemical Co
Product
JANUS BLACK 18903-18-9
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-17