ChemicalBook--->CAS DataBase List--->77168-63-9

77168-63-9

77168-63-9 Structure

77168-63-9 Structure
IdentificationBack Directory
[Name]

4-(4-Pyridinyl)thiazole-2-thiol
[CAS]

77168-63-9
[Synonyms]

4-(4-Pyridinyl)thiaz
4-(4-pyridyl)thiazole-2-thiol
4-(Pyridinyl)thiazole-2-thiol
4-(4-Pyridinyl)thiazole-2-thio
4-(4-Pyridinyl)thiazole-2-thiol
4-(pyridin-4-yl)thiazole-2-thiol
4-(4-Pyridyl)thiazole-2(3H)-thione
2-Mercapto-4-(4-Pyridinyl)thiazole
4-(4-Pyridyl)-1,3-thiazole-2-thiol
Ozefloxacin intermediate D (form 9)
PTT 4-(4-Pyridinyl)thiazole-2-thiol
4-pyridin-4-yl-3H-thiazole-2-thione
4-(4-pyridinyl)-2(3H)-Thiazolethione
4-(Pyridin-4-yl)thiazole-2(3H)-thione
4-(pyridin-4-yl)-1,3-thiazole-2-thiol
2(3H)-Thiazolethione,4-(4-pyridinyl)-
2-mercapto-4-(pyridine-4-yL) tniazoLe
4-pyridin-4-yl-3H-1,3-thiazole-2-thione
2(3H)-Thiazolethione,4-(4-pyridinyl)-EINECS
Sodium 1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiolate,4-(4-Pyridinyl)thiazole-2-thiol
[EINECS(EC#)]

616-441-2
[Molecular Formula]

C8H6N2S2
[MDL Number]

MFCD11506654
[MOL File]

77168-63-9.mol
[Molecular Weight]

194.28
Chemical PropertiesBack Directory
[Boiling point ]

364.8±52.0 °C(Predicted)
[density ]

1.45±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

7.01±0.40(Predicted)
[Appearance]

Yellow to brown Solid
[InChI]

InChI=1S/C8H6N2S2/c11-8-10-7(5-12-8)6-1-3-9-4-2-6/h1-5H,(H,10,11)
[InChIKey]

LEQNUYXXLYRUNY-UHFFFAOYSA-N
[SMILES]

S1C=C(C2C=CN=CC=2)NC1=S
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[REACH Registrations]

Active
Hazard InformationBack Directory
[Chemical Properties]

Pale yellow powder
[Uses]

4-(4-Pyridinyl)thiazole-2-thiol is a reactant used to synthesize novel thiazolidine derivatives and azetidinone derivatives, which possess antiproliferative activity and inhibitory activity against the proliferation of the MCF-7 breast cancer cell line.
[Synthesis]

2-BROMO-1-PYRIDIN-4-YLETHANONE

6221-13-2

Ammonium dithiocarbamate

513-74-6

4-(4-Pyridinyl)thiazole-2-thiol

77168-63-9

The general procedure for the synthesis of 2-mercapto-4-(4-pyridinyl)thiazole from 2-bromo-1-(pyridin-4-yl)ethanone and ammonium dithiocarbamate was as follows: to 1000 ml of water, 60 g of 4-acetylpyridine was added, the temperature was maintained at 10-15 °C, followed by the slow addition of 101 g of hydrobromic acid. Gradually 87.9 g of bromine was added dropwise at the same temperature and the reaction was kept for 1 hour after the dropwise addition. The reaction system was then warmed up to 30-35 °C and the reaction was continued for 4 h. The progress of the reaction was monitored by HPLC until the feedstock was completely consumed. Upon completion of the reaction, the reaction solution was cooled to 0 °C, 66 g of ammonium dithiocarbamate was added and the reaction was kept at 0 °C for 1 hour. After that, the reaction system was slowly warmed up to 20-25°C and the reaction was continued for 4 hours. At the end of the reaction, the solid was collected by filtration to give 81.7 g of crude 2-mercapto-4-(pyridin-4-yl)thiazole. The crude product was refluxed in water for 2 h. After cooling and filtration, 80.2 g of purified 2-mercapto-4-(pyridin-4-yl)thiazole was obtained in 82.6% yield, and the product was a light yellow solid with 99.7% HPLC purity.

[References]

[1] Patent: CN104031040, 2016, B. Location in patent: Paragraph 0023; 0024
Spectrum DetailBack Directory
[Spectrum Detail]

4-(4-Pyridinyl)thiazole-2-thiol(77168-63-9)1HNMR
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