Abstract
4-(β-sulfatoethylsulfone)-N-ethyl-aniline was synthesized from 4-(β-hydroxyethyl-sulfonyl)-N-ethyl-aniline in the presence of sulfuric acid using toluene andN,N-dimethyl-dodecylamine as mix solvent. The product was efficiently precipitated from the reaction mixture by addition of a sufficient amount of acetone. Several influencing factors on the esterification were investigated, and the results show that, the optimal conditions were: the molar ratio of 4-(β-hydroxyethylsulfonyl)-N-ethyl-aniline,N,N-dimethyl-dodecylamine and sulfuric acid was 1:1:1.5, the dosage of toluene 800 mL per molar 4-(β-hydroxyethylsulfonyl)-N-ethyl-aniline, and the esterification was taken for 9 hours under reflux. Under the optimal conditions, total yield of the product was 85% with the purity of 97%. It was also found that the yield of product can be promoted up to 90 % by using the recycled solvent. The structure of product was characterized by MS.
Publisher
Trans Tech Publications, Ltd.
Reference5 articles.
1. D. Wang, Z. Wu, H. Yang, L. Lin. A study on MCT/VS bifunctional reactive dyes containing N-ethyl-animo bridging groups. Advances in Colour Science and Technology. 3 (2000) 41-45.
2. Z. Wu H. Yang Z. Sun. The configuration of N-alkyl-anilino-s-triaizne derivatives. J. Chemical Research. 12 (2001) 534-535.
3. Wu Zuwang, Li Peng, Wang Shirong, Lin Li. A study on the relationship between steric effects and performance of some triazinyl reactive dyes. Dyes and pigments. 38 (1998) 1-10.
4. Hoechst. Sulfation using amidosulfonic acid in an inert solvent.U.S. Patent 3, 372, 170. (1968).
5. Zhang Zhi-da, Feng Bai-cheng. Synthesis of 4-amino-N-[3-(2-hydroxyethyl) -sulfonylsulfatide] phenylbenzamide. Journal of Qingdao University of Science and Technology (Natural Science Edition). 3 (2009) 203-206.