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

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

11synthesis methods

Product Name:4-(2-METHYL-1,3-THIAZOL-4-YL)ANILINE
CAS Number:25021-49-2
Molecular formula:C10H10N2S
Molecular Weight:190.26

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Yield:25021-49-2 99%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethyl acetate; under 3000.3 Torr; for 5 h;

Steps:

2.2-1-3

2-1-3: Preparation of 4-(2-methylthiazol-4-yl)aniline To 120 ml of ethyl acetate were sequentially added 4 g (18.2 mmol) of 4-(2-methylthiazol-4-yl)nitrobenzene synthesized in Preparation Example 2-1-2 and 400 mg (10 W %) of Pd/C, followed by reaction in a hydrogen reactor under hydrogen pressure of 4bar for 5 hours. After the reaction was complete, Pd/C was filtered through celite, and the filtrate was distilled under reduced pressure, purified by recrystallization from ethyl acetate and n-hexane and then dried under vacuum at about 40° to afford 3.4 g (yield: 99%) of the desired compound. Mass (M+): 191.0 ¹H-NMR (DMSO-d₆): 2.66(s, 3H), 5.27(s, 1H), 6.58(d, 2H), 7.47(s, 1H), 7.60(d, 2H).

References:

US2011/306606,2011,A1 Location in patent:Page/Page column 12