4-(2-CHLORO-PHENYL)-THIAZOL-2-YLAMINE

CPAT was synthesized (Reaction 1) [22] by reacting 2'-chloroacetophenone (0.05 mol), iodine (0.1 mol) and thiourea (0.1 mol). They were mixed well with mortar-pestle and placed in small conical flask at room temperature. The mixture was then exposed to microwave irradiations for 5 min with 30 s pause at 180 W. Then 100 ml distilled water was added to the mixture and heated in microwave for 5–6 min at 270 W with 1 min pause till the precipitate dissolve. Filter the yellow solution and alkaline it with ammonia solution. Separate out the product and recrystallize with ethyl alcohol followed by diethyl ether and dried under reduced pressure.General procedure: A mixture of thiourea (50 mmol), the corresponding acetophenone (25 mmol) and iodine (25 mmol) is stirred at 100 °C for 8 h.Then the reaction mixture is cooled, extracted with diethyl ether toremove excess of acetophenone, and then washed with aqueous sodium thiosulfate to remove excess iodine and later with cold water. The crude product is dissolved in hot water, filtered to remove sulphone, and the filtrate is basified with aqueous Na2CO3to yield the corresponding 2-amino-4-(substituted-phenyl)-1, 3-thiazole. The crude product is purified by recrystallization from alcohol.Thiourea (2.1 g, 27.45 mmol) was added to a solution 2-bromo-l-(2- chlorophenyl)ethanone (7 g, 27.45 mmol) in ethanol (10 mL) and reaction mixture was stirred at RT for 18h. The solvent was evaporated and refluxed for 5 minutes in DCM. Suspension was filtered to yield 7.84 g of 4-(2-chlorophenyl)thiazol-2- amine hydrobromide as a white powder. This powder was stirred in a mixture of aq. sat. NaGeneral procedure: The crude 2-bromo-1-(2-chlorophenyl)ethanone (0.64 mL, 4.28 mmol) was dissolved in anhydrous ethanol (10 mL) and treated with thiourea (344 mg, 4.51 mmol). After heating at reflux for 2 h, the reaction mixture was cooled to room temperature, with a yellow precipitation. The solid obtained was filtered, washed with water and ethanol and vacuum dried to afford 4b as a yellow solid (884 mg, 98.0percent).

Molecular Weight:210.68
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:210.0018471
Monoisotopic Mass:210.0018471
Topological Polar Surface Area:67.2
Heavy Atom Count:13
Complexity:179
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes