Methyl 2-amino-4-methylthiazole-5-carboxylate

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CAS:3829-80-9
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Methyl 2-amino-4-methylthiazole-5-carboxylate Basic information
Uses
Product Name:Methyl 2-amino-4-methylthiazole-5-carboxylate
Synonyms:2-AMINO-4-METHYL-THIAZOLE-5-CARBOXYLIC ACID METHYL ESTER;METHYL 2-AMINO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLATE;METHYL 2-AMINO-4-METHYLTHIAZOLE-5-CARBOXYLATE;CHEMBRDG-BB 4142897;BUTTPARK 76\07-67;ART-CHEM-BB B000344;AKOS B000344;2-Amino-4-methylthiazole-5-methyl formate
CAS:3829-80-9
MF:C6H8N2O2S
MW:172.2
EINECS:672-079-5
Product Categories:
Mol File:3829-80-9.mol
Methyl 2-amino-4-methylthiazole-5-carboxylate Structure
Methyl 2-amino-4-methylthiazole-5-carboxylate Chemical Properties
Melting point 171-174 °C
Boiling point 301.3±22.0 °C(Predicted)
density 1.339±0.06 g/cm3(Predicted)
storage temp. 2-8°C, protect from light
form solid
pka3.83±0.10(Predicted)
color Yellow
InChIInChI=1S/C6H8N2O2S/c1-3-4(5(9)10-2)11-6(7)8-3/h1-2H3,(H2,7,8)
InChIKeyTYUGYIMCRDPMPJ-UHFFFAOYSA-N
SMILESS1C(C(OC)=O)=C(C)N=C1N
CAS DataBase Reference3829-80-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2934100090
MSDS Information
Methyl 2-amino-4-methylthiazole-5-carboxylate Usage And Synthesis
UsesMethyl 2-amino-4-methylthiazole-5-carboxylate is a useful research chemical.
Chemical Propertieswhite crysta
Synthesis
Methyl acetoacetate

105-45-3

Carbamimidothioic acid

17356-08-0

Methyl 2-amino-4-methylthiazole-5-carboxylate

3829-80-9

GENERAL METHODS: A mixture of methyl acetoacetate (0.5 mmol), thiourea (0.5 mmol), iodine (0.5 mmol), DMSO (2 mL), and MMT-K10 (20 mg) was reacted at 80 °C with stirring. The reaction progress was monitored by TLC (unfolding agent: petroleum ether/ethyl acetate, 4:1). Upon completion of the reaction, the catalyst was separated by filtration and the solvent was subsequently removed under reduced pressure. The crude product was dissolved in hot water and extracted with ether (3 x 30 mL), and the pH of the aqueous phase was adjusted to 9-10 with ammonia to precipitate the solid product. Finally, the resulting precipitate was recrystallized from ethanol to give methyl 2-amino-4-methylthiazole-5-carboxylate.

References[1] RSC Advances, 2016, vol. 6, # 69, p. 64749 - 64755
[2] Research on Chemical Intermediates, 2016, vol. 42, # 12, p. 8175 - 8183
[3] Advanced Synthesis and Catalysis, 2018, vol. 360, # 8, p. 1584 - 1589
[4] Monatshefte fur Chemie, 2017, vol. 148, # 4, p. 745 - 749
[5] Journal of Molecular Structure, 2017, vol. 1144, p. 58 - 65
Methyl 2-amino-4-methylthiazole-5-carboxylate Preparation Products And Raw materials
Raw materialsMethyl acetoacetate-->Carbamimidothioic acid-->Dimethyl sulfoxide-->iodine-->KAOLIN
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