ChemicalBook CAS DataBase List 4,5,6,7-TETRAHYDRO-BENZOTHIAZOL-2-YLAMINE

4,5,6,7-TETRAHYDRO-BENZOTHIAZOL-2-YLAMINE synthesis

9synthesis methods

Product Name:4,5,6,7-TETRAHYDRO-BENZOTHIAZOL-2-YLAMINE
CAS Number:2933-29-1
Molecular formula:C7H10N2S
Molecular Weight:154.23

108-94-1

17356-08-0

4,5,6,7-TETRAHYDRO-BENZOTHIAZOL-2-YLAMINE

2933-29-1

GENERAL METHODS: A mixture of cyclohexanone (2 mmol), thiourea (3 mmol) and iodine (2 mmol) was reacted by refluxing in ethanol in the presence of 0.03 g of nano-chitosan catalyst. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent was petroleum ether to ethyl acetate in 4:1 volume ratio). Upon completion of the reaction, the catalyst was removed by simple filtration. After evaporation to remove the solvent, the crude product was dissolved in boiling water and extracted with ether (3 x 30 mL). Subsequently, the pH of the aqueous phase was adjusted to 8 with ammonia to precipitate the solid product. Finally, pure 2-amino-4,5,6,7-tetrahydrobenzothiazole was obtained by recrystallization from ethanol-water mixed solvent.

108-94-1 Synthesis

108-94-1
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17356-08-0
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2933-29-1
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Yield: 80%

Reaction Conditions:

with iodine in ethanol for 3 h;Reflux;

Steps:

2.3. General procedure for the preparation of 2-aminothiazole derivatives
General procedure: A mixture of the acetophenone (2 mmol), thiourea (3 mmol) and iodine (2 mmol), in the presence of 0.03 g nanochitosan was refluxed in EtOH.
The progress of the reaction was monitored by TLC (petroleum ether-ethyl acetate 4:1).
After completion of the reaction, the catalyst was separated by simple filtration.
After evaporation of solvent, the crude product was dissolved in boiling water, extracted with ether (3 * 30 mL), and adjusted to pH = 8 with the amount of ammonia to give the solid products.
The solid was recrystallized with ethanol-water to give pure 2-aminothiazole.

References:

Safari, Javad;Abedi-Jazini, Zahra;Zarnegar, Zohre;Sadeghi, Masoud [Catalysis Communications,2016,vol. 77,p. 108 - 112]