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Methyl 2-aminothiazole-5-carboxylate

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Methyl 2-aminothiazole-5-carboxylate Basic information

Product Name:
Methyl 2-aminothiazole-5-carboxylate
Synonyms:
  • Methyl 2-AMino-5-thiazolecarboxylate
  • NSC 42123
  • 2-aminothiazole-5-carboxylate
  • 2-AMINO-THIAZOLE-5-CARBOXYLIC ACID METHYL ESTER
  • RARECHEM AL BF 1263
  • METHYL 2-AMINO-1,3-THIAZOLE-5-CARBOXYLATE
  • METHYL 2-AMINOTHIAZOLE-5-CARBOXYLATE
  • Methyl 2-Aminothioazole-5-carboxylate
CAS:
6633-61-0
MF:
C5H6N2O2S
MW:
158.18
EINECS:
640-111-7
Product Categories:
  • Aromatics
  • Miscellaneous Reagents
  • Sulfur & Selenium Compounds
  • Amines
  • blocks
  • Carboxes
  • Thiazoles
  • Amino Acids and Derivatives
  • Heterocycles
  • 6633-61-0
Mol File:
6633-61-0.mol
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Methyl 2-aminothiazole-5-carboxylate Chemical Properties

Melting point:
182-186°C
Boiling point:
298.7±13.0 °C(Predicted)
Density 
1.408±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
3.02±0.10(Predicted)
form 
Solid
color 
Tan to Light Brown
InChI
InChI=1S/C5H6N2O2S/c1-9-4(8)3-2-7-5(6)10-3/h2H,1H3,(H2,6,7)
InChIKey
UJNNCGWBDJHCEM-UHFFFAOYSA-N
SMILES
S1C(C(OC)=O)=CN=C1N
CAS DataBase Reference
6633-61-0(CAS DataBase Reference)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
Hazard Note 
Harmful
HS Code 
29349990
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Methyl 2-aminothiazole-5-carboxylate Usage And Synthesis

Uses

Methyl 2-Aminothiazole-5-carboxylate (cas# 6633-61-0) is a compound useful in organic synthesis.

Synthesis

20656-61-5

17356-08-0

6633-61-0

General procedure for the synthesis of methyl 2-aminothiazole-5-carboxylate from methyl 2-chloro-3-oxopropionate and compound (CAS:17356-08-0): a mixture of 2.4 g of methyl 2-chloro-3-oxopropionate, 20 mL of water, and 1.75 g of thiourea was refluxed for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, decolorized by adding 0.25 g of activated carbon (Norit) and filtered. The filtrate was adjusted to neutral pH by slowly adding 2.5 N sodium hydroxide solution to the filtrate.The precipitate was collected by filtration to give 1.23 g (44% yield) of methyl 2-aminothiazole-5-carboxylate.

References

[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1991, # 3, p. 349 - 352
[2] Patent: WO2003/97616, 2003, A1. Location in patent: Page/Page column 26
[3] Journal of the American Chemical Society, 1952, vol. 74, p. 5799
[4] Ann. Rep. Res. Inst. Tuberc. Kanazawa Univ., 1953, vol. 11, # 2, p. 39,41
[5] Chem.Abstr., 1955, p. 8250

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