Synthesis
The general procedure for the synthesis of 4-(thiazol-2-yl)aniline from 2-(4-nitrophenyl)thiazole was carried out as follows: iron powder (0.5 g, 8.92 mmol) was added in batches to a solution of acetic acid (5 ml) containing 2-(4-nitrophenyl)thiazole (200 mg, 0.97 mmol) and the reaction was stirred for 2 hours at room temperature. After completion of the reaction, the mixture was diluted with water and alkalized with dilute sodium hydroxide solution. Subsequently, the mixture was filtered and the filtrate was extracted with ethyl acetate. The organic layer was washed sequentially with water and brine and then dried. Finally, the solvent was removed by evaporation to give 4-(thiazol-2-yl)aniline (150 mg, 88% yield) as a solid product.
References
[1] Patent: WO2006/123145, 2006, A1. Location in patent: Page/Page column 69
[2] Journal of the American Chemical Society, 1937, vol. 59, p. 2262
[3] Helvetica Chimica Acta, 1947, vol. 30, p. 2058,2061
[4] Journal of pharmaceutical sciences, 1969, vol. 58, # 7, p. 852 - 857
