ChemicalBook CAS DataBase List 4-(2-PHENYL-1,3-THIAZOL-4-YL)ANILINE

4-(2-PHENYL-1,3-THIAZOL-4-YL)ANILINE synthesis

10synthesis methods

Product Name:4-(2-PHENYL-1,3-THIAZOL-4-YL)ANILINE
CAS Number:25021-48-1
Molecular formula:C15H12N2S
Molecular Weight:252.33

2521-25-7
1 suppliers
inquiry

25021-48-1
10 suppliers
$436.00/1g

Yield:25021-48-1 90%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in tetrahydrofuran;ethanol; for 16 h;

Steps:

39-III

10.0 g (40.97 mmole) of α-bromo-4'-nitroacetophenone was added to a 200 mL methanol solution of 5.62 g (40.97 mmoles) of thiobenzamide and the mixture was stirred for 15 hours at 50° C. Methylene chloride was added to the reaction solution to conduct slurry washing, yielding 11.0 g (95 percent) of thiazole compound. 3.3 g of 10 percent Pd-C (wet) was added to a mixed solution (150 mL of tetrahydrofuran and 150 mL of ethanol) of 11.0 g (39.0 mmoles) of the thiazole compound and the mixture was stirred for 16 hours under a hydrogen flow. When the reaction had ended, the reaction product was filtered with celite and the solvent was removed under reduced pressure. Ethyl acetate and hexane were added to the residue to conduct slurry washing, yielding 8.8 g (90 percent) of an aniline compound. Employing 50 mg (0.198 mmole) of the above intermediate as starting material, 53 mg (61 percent) of Compound 60-III was obtained by the same procedure as in Embodiment 1-III.

References:

US2007/105899,2007,A1 Location in patent:Page/Page column 77