ChemicalBook--->CAS DataBase List--->101080-15-3

101080-15-3

101080-15-3 Structure

101080-15-3 Structure
IdentificationBack Directory
[Name]

2-Thiazolamine, 5-(1-methylethyl)-
[CAS]

101080-15-3
[Synonyms]

5-Isopropylthiazol-2-aMine
2-Amino-5-isopropy-thiazole
2-Amino-5-isopropylthiazole
5-Isopropyl-thiazol-2-ylaMine
5-isopropyl-1,3-thiazol-2-amine
5-(propan-2-yl)-1,3-thiazol-2-amine
2-Thiazolamine, 5-(1-methylethyl)-
[Molecular Formula]

C6H10N2S
[MDL Number]

MFCD13185908
[MOL File]

101080-15-3.mol
[Molecular Weight]

142.22
Chemical PropertiesBack Directory
[Boiling point ]

110-115 °C(Press: 5 Torr)
[density ]

1.142±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[pka]

5.32±0.10(Predicted)
[Appearance]

Light yellow to yellow Liquid
[InChI]

InChI=1S/C6H10N2S/c1-4(2)5-3-8-6(7)9-5/h3-4H,1-2H3,(H2,7,8)
[InChIKey]

MENMPXBUKLPJKR-UHFFFAOYSA-N
[SMILES]

S1C(C(C)C)=CN=C1N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Corrosion (GHS05)
GHS07,GHS05
[Signal word ]

Danger
[Hazard statements ]

H335-H318-H315-H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362
Spectrum DetailBack Directory
[Spectrum Detail]

2-Thiazolamine, 5-(1-methylethyl)-(101080-15-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

Butanal, 2-bromo-3-methyl-

64932-36-1

Carbamimidothioic acid

17356-08-0

2-Thiazolamine,  5-(1-methylethyl)-

101080-15-3

General procedure: To a dichloromethane/dioxane (V/V = 4/1) solution of isovaleraldehyde (1.721 g, 20 mmol) was slowly added dropwise a dichloromethane/dioxane (V/V = 4/1) solution of bromine (1.0 mL, 20 mmol). The reaction mixture was stirred at 10 °C to give 2-bromoisovaleraldehyde intermediate. Subsequently, 2-bromoisovaleraldehyde intermediate was slowly added dropwise to a dichloromethane/dioxane (30 mL) solution of thiourea (1.523 g, 20 mmol). Ethanol (6 mL) and triethylamine (2.424 g, 24 mmol) were added and the reaction was carried out at room temperature for 20 hours. Upon completion of the reaction, 100 mL of distilled water was added to the reaction mixture and the pH was adjusted to 12 with 12 N sodium hydroxide solution. after continued stirring for 1 h at room temperature, extraction was carried out with dichloromethane and water. The organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate. Finally, the target compound 5-isopropylthiazol-2-amine was purified by silica gel column chromatography to give the target compound 5-isopropylthiazol-2-amine (1.202 g, 42.26% yield).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 22, p. 5521 - 5525
[2] European Journal of Medicinal Chemistry, 1999, vol. 34, # 10, p. 883 - 889
[3] Patent: WO2005/95367, 2005, A1. Location in patent: Page/Page column 28
[4] Journal of Medicinal Chemistry, 2011, vol. 54, # 12, p. 4119 - 4132
[5] Journal of Medicinal Chemistry, 2011, vol. 54, # 12, p. 4119 - 4132
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