2-Amino-5-(4-chlorophenyl)thiazole

2-Amino-5-(4-chlorophenyl)thiazole Property

Melting point:

203-204 ºC

Boiling point:

389.8±17.0 °C(Predicted)

Density 

1.389

storage temp. 

2-8°C(protect from light)

pka

4.26±0.10(Predicted)

Appearance

Off-white to yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Amino-5-(4-chlorophenyl)thiazole Chemical Properties,Usage,Production

Synthesis

According to the method reported by Siddiqui et al [17], p-chloroacetophenone (0.01 mol) and thiourea (1.52 g, 0.02 mol) were used as raw materials and iodine (2.54 g, 0.01 mol) was added for the reaction. The reaction mixture was heated in an oil bath at 100 °C overnight. After completion of the reaction, it was cooled to room temperature and the reaction mixture was washed with diethyl ether (100 mL) to remove unreacted iodine and p-chloroacetophenone. The solid residue was dissolved in cold water (200 mL) and the pH was adjusted to 9-10 with 25% aqueous ammonium hydroxide.The precipitated 2-amino-5-(4-chlorophenyl)thiazole was collected by filtration and purified by recrystallization with hot ethanol. The product 2-amino-5-(4-chlorophenyl)thiazole (1) had a yield of 81% and a melting point of 168-170 °C. FTIR (KBr pressed sheet, cm?1 ): 3439, 3284 (NH?symmetric and asymmetric stretching vibrations), 1633 (C=N stretching vibration).1H NMR (DMSO-d?, 300 MHz, δ): 7.81-7.79 (d, 2H, benzene ring hydrogen), 7.41-7.38 (d, 2H, benzene ring hydrogen), 7.12 (s, 2H, NH?), 7.04 (s, 1H, thiazole ring hydrogen). Elemental analysis (calculated values, C?H?ClN?S, 210.5 g/mol): C, 51.31; H, 3.33; N, 13.30; S, 15.20. measured values: C, 51.55; H, 3.39; N, 13.50; S, 15.33.

References

[1] Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2015, vol. 45, # 4, p. 605 - 613