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ChemicalBook CAS DataBase List (2-METHOXY-5-[2-(2,4,6-TRIMETHOXY-PHENYL)-ETHENESULFONYLMETHYL]-PHENYLAMINO)-ACETIC ACID, SODIUM SALT
592542-59-1

(2-METHOXY-5-[2-(2,4,6-TRIMETHOXY-PHENYL)-ETHENESULFONYLMETHYL]-PHENYLAMINO)-ACETIC ACID, SODIUM SALT synthesis

13synthesis methods
(E)-Methyl 2-(2-Methoxy-5-((2′,4′,6′-triMethoxystyrylsulfonyl)Methyl)phenylaMino)acetate

592542-61-5
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(2-METHOXY-5-[2-(2,4,6-TRIMETHOXY-PHENYL)-ETHENESULFONYLMETHYL]-PHENYLAMINO)-ACETIC ACID, SODIUM SALT

592542-59-1
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Yield: 80%

Reaction Conditions:

with hydrogenchloride in sodium hydroxide;ethanol

Steps:

1.B B.
B. (E)-2-(5-((2,4,6-Trimethoxystyrylsulfonyl)methyl)-2-methoxyphenylamino)acetic acid Methyl 2-(5-((2,4,6-trimethoxystyrylsulfonyl)methyl)-2-methoxyphenylamino)acetate (1 g) was dissolved in a mixture of ethanol (8 mL) and 4% aqueous sodium hydroxide (50 mL). The solution was heated to reflux temperature and maintained at reflux temperature for 10 min thereby obtaining a clear solution. The mixture was then allowed to cool to ambient temperature (25° C.), and stirred for 3 h. After 3 h, concentrated hydrochloric acid was added dropwise until a precipitate formed. The precipitate was separated by filtration, washed with water and recrystallized from 2-propanol to provide the product (E)-2,4,6-trimethoxystyryl-3-(carboxymethylamino)-4-methoxybenzylsulfone in 80% yield. m.p. 128-131° C. NMR (DMSO-d6) δ 3.76 (s, 3H), 3.80 (s, 6H), 3.82 (s, 3H), 4.23 (s, 2H), 6.25 (s, 2H), 7.06-7.09 (d, 1H vinylic), 6.66-6.74 (m, aromatic).

References:

TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION US2010/305059, 2010, A1