ChemicalBook CAS DataBase List 4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE

4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE synthesis

5synthesis methods

Product Name:4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE
CAS Number:83558-37-6
Molecular formula:C10H10N2OS
Molecular Weight:206.26

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Yield:83558-37-6 94.3%

Reaction Conditions:

in ethanol at 20;

Steps:

5.19

2-BROMO-1- (3-METHOXY-PHENYL)-ETHANONE (0.7291 g, 3.183 mmol) and thiourea (0.2665 g, 3.501 mmol) were dissolved in a 20 mL of ethanol. The reaction mixture was allowed to stir overnight at room temperature. The ethanol was evaporated to dryness and the crude product was dissolved in a minimum of dichloromethane. The crude product was then extracted twice with 1M sodium hydroxide and once with a saturated aqueous solution of sodium chloride. The organic layer was then dried over sodium sulfate, filtered, and evaporated to dryness to yield the product (0. 619 g, 3.00 mmol, 94. 3 %). ESI-MS M/Z calc. 206.3, found 207.0 (M1) + Retention time 1.86 MINUTES. 1H NMR (400 MHz, CD3CN) 6 3.84 (s, 3H), 5.67 (s, 2H), 6.85- 6.91 (m, 2H), 7.31 (t, J = 7.9 Hz, 1H), 7.36-7. 43 (m, 2H).

References:

WO2005/26137,2005,A2 Location in patent:Page/Page column 247-248