Thiol-containing compounds for the removal of elements from contaminated milieu and methods of use

[0156] This example details the synthesis of one non-limiting embodiment of AB9, the scheme is as follows:

[0157]

[0158] / or will be obtained from Sigma- 0.78 g of L-cysteine ​​hydrochloride (5.0 mmol) was dissolved in 100 ml of deionized water. 1.02 g of triethylamine (10 mmol, 1.4 ml) (hereinafter referred to as "TEA"), and obtained from 0.5 g (2.5 mmol) of isophthaloyl chloride were each dissolved in Acros 20 ml of tetrahydrofuran (hereinafter referred to as "THF"). TEA dissolved in THF was slowly added to the stirred deionized water solution of L-cysteine ​​hydrochloride in the flask under nitrogen flow. After stirring for 5-10 minutes, isophthaloyl chloride dissolved in THF was slowly added to the flask. As the reaction proceeded, the reaction mixture turned pale yellow. The reaction mixture was stirred for an additional 16-18 hours. After 16-18 hours, the aqueous layer was extracted with 100 mL of ethyl acetate. Subsequently, the ethyl acetate layer was...

[0160] This example details the synthesis of a non-limiting embodiment of MEAB9, the scheme is as follows:

[0161]

[0162] 2.57 g of L-cysteine ​​methyl ester hydrochloride (15 mmol) was dissolved in 150 ml of chloroform. 1.52 g of TEA (15 mmol, 2.07 mL) was dissolved in 25 mL of chloroform, and 1 g of isophthaloyl chloride (5 mmol) was dissolved in 40 mL of chloroform. The TEA solution and the isophthaloyl chloride solution were slowly added to the L-cysteine ​​methyl ester hydrochloride solution. The reaction was stirred for 24 hours. Subsequently, the reaction solution was filtered, and the filtrate was washed with 200 ml of 10% Wash with hydrochloric acid three times. After washing, the chloroform layer was filtered again and washed with anhydrous Na 2 SO 4 dry. Chloroform was removed under vacuum to obtain a highly viscous oily liquid product. The oily liquid was redissolved in chloroform, and the chloroform was removed under vacuum. This step was repeated t...

[0164] This example details the synthesis of a non-limiting embodiment of EEAB9 as follows:

[0165]

[0166] 2.72 g of L-cysteine ​​ethyl ester hydrochloride (15 mmol) was dissolved in 150 ml of chloroform. 1.48 g of TEA (15 mmol, 2.02 mL) was dissolved in 25 mL of chloroform, and 1 g of isophthaloyl chloride (5 mmol) was dissolved in 40 mL of chloroform. The TEA solution and the isophthaloyl chloride solution were slowly added to the L-cysteine ​​ethyl ester hydrochloride solution. The reaction was stirred for 24 hours. Then filter the reaction solution, the filtrate with 1.5 liters of 20% Wash with hydrochloric acid three times. After washing, the chloroform layer was filtered again and washed with anhydrous Na 2 SO 4 dry. Chloroform was subsequently removed under vacuum to obtain a highly viscous oily liquid product. The oily liquid was redissolved in chloroform, which was then removed under vacuum. This step was repeated twice and the resulting white solid was...