alpha-Sulfophenylacetic acid

Alpha-sulfophenylacetic acid is an member of the class of phenylacetic acids that is phenylacetic acid in which one of the hydrogens alpha- to the carboxy group has been replaced by a sulfo group. It is an organosulfonic acid and a member of phenylacetic acids. It derives from a phenylacetic acid. It is a conjugate acid of an alpha-sulfophenylacetate.

(1) Sulfonation reaction: The molten 200ml of 50percent oleum was transferred to a S03 generator, heated to 160°C, the generated S03 gas is passed into an absorption bottle containing 500 ml of 1, 2-dichloroethane to generate white smoke in the absorption bottle, after the disappearance of the white smoke, the flow of S03 was stopped to prepare 200ml 1, 2-dichloroethane S03 solution (wherein the number of moles of S03 is 1.84mmol); Under ice bath, 158 ml (1.84 mol) of 1, 4-dioxane were added dropwise to the above solution, 152 g of phenylacetic acid were added in portions, stirred upto42 ~ 45 ° C and the reaction for 8 ~ 10h; (2) Quaternization : The reaction solution obtained in step (1) was poured into 600 ml of deionized water under an ice bath , stirred for 30min, making it layered, the organic phase was separated and washed 3 times or more with 0 ~ 5 ° C of deionized water, then sodium hydroxide at 0 ° C under ice bath, to adjust the pH value of 8 ~ 8.5, concentrated under reduced pressure to give crude styrene sulfonate disodium salt, and then 80percent ethanol was recrystallized, filtered , and dried to give sodium phenylacetate; where in, The method for the recrystallization of the alcohol washing is as follows: Alcohol solution with a concentration of 75 to 80percent as alcohol lotion, first 10~30min rapid stirring at a stirring rate than 500r / min, and then stir at a speed of 200 ~ 300r / min for 40 ~ 60min, finally, stirring at a rate of 30~50r / min for 20~30min to complete the recrystallization; (3) Ion exchange: Sodium phenylacetate obtained in step formulated as an aqueous solution of sodium phenylacetate of concentration 4 to 8percent , then 2 to 4 batches were added to the 732 cation exchange resin exchange column for exchange treatment, each batch of static exchange for 15 ~ 20min, collected exchange fluid of pH less than 7, resulting exchange fluid is enriched, again added to the exchange column, static exchange for 15 ~ 20min, collected exchange fluid of pH less than 5, finally, the exchange column is washed with deionized water, the effluent was collected, the exchange solution having a pH of less than 5 and the effluent were combined, concentrated under reduced pressure, and dried to obtain racemic a-1) 43.26 g (0.2 mol) of 2-

Sulbenicillin intermediate.

Molecular Weight:216.21
XLogP3:0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:216.00924453
Monoisotopic Mass:216.00924453
Topological Polar Surface Area:100
Heavy Atom Count:14
Complexity:296
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes