PYRIDINE-2-THIOAMIDE Chemical Properties

Melting point:

134-138 °C

Boiling point:

278.9±32.0 °C(Predicted)

Density 

1.265±0.06 g/cm3(Predicted)

Flash point:

160 °C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml

pka

11.98±0.29(Predicted)

form 

Crystalline Powder

color 

Yellow

InChI

InChI=1S/C6H6N2S/c7-6(9)5-3-1-2-4-8-5/h1-4H,(H2,7,9)

InChIKey

HYKQYVSNFPWGKQ-UHFFFAOYSA-N

SMILES

C1(C(N)=S)=NC=CC=C1

CAS DataBase Reference

5346-38-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38-43-41-37/38-22

Safety Statements 

26-36/37/39

WGK Germany 

3

RTECS 

TJ4305500

HazardClass 

IRRITANT

HS Code 

29333999

PYRIDINE-2-THIOAMIDE Usage And Synthesis

Uses

2-Pyridinecarbothioamide is a building block, that can be used for synthesis of Zn2+ responsive fluorescent probe[1].

Synthesis

General Steps: a. Diphosphorus tetrasulfide (115 g, 0.5 mol) was slowly added to 250 mL of 20% ammonia in methanol solution containing 4-cyanopyridine (52 g, 0.5 mol) under vigorous stirring, ensuring that the temperature of the reaction mixture was maintained below 35-40°C. b. The reaction mixture was allowed to run for 12 hours at room temperature. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, 150 mL of water was added and the mixture was heated to 70-75 °C via a water bath until gas release ceased. After cooling to room temperature, the precipitate was collected by filtration, washed well with water and then dried. The product pyridine-2-carboxy sulfate amine was obtained in 89% yield (61.8 g) with an Rf value of 0.45 and a melting point of 137 °C (literature value: 136-137 °C). Elemental analysis result (%): C 52.09, H 4.31, N 20.30, S 23.30; theoretical value (C6H6N2S): C 52.15, H 4.38, N 20.27, S 23.20.

References

[1] Watanabe Y, et al. A zinc-responsive fluorophore based on 5′-(p-hydroxyphenyl)-pyridylthiazole[J]. Materials Chemistry Frontiers, 2020, 4(3): 899-904.

PYRIDINE-2-THIOAMIDE(5346-38-3)Related Product Information

• 2-Pyridinesulfonamide(6CI,7CI,9CI)
• Pyridine trifluoroacetate
• 2,3,5,6-Tetraaminopyridine trihydrochloride
• 4-Pyridinesulfonamide(6CI,9CI)
• 2,6-Pyridinedicarbonitrile
• Pyridine hydrochloride
• dimethyl pyridine-3,5-dicarboxylate
• METHYL ISONICOTINATE
• Pyridine-N-oxide
• 2-Pyridinecarbaldehyde oxime
• PYRIDINE-2-SULFONYL FLUORIDE
• PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE
• PYRIDINE-3-THIOAMIDE
• PYRIDINE-4-THIOAMIDE
• PYRIDINE-2-THIOAMIDE
• 5-(TRIFLUOROMETHYL)PYRIDINE-2-THIOCARBOXAMIDE
• 2,2'-bipyridyl-6-carbothioamide
• 4-METHYLPYRIDINE-2-CARBOTHIOAMIDE