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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1738627Generated: October 25, 2026

1,3-Benzodioxole-5-sulfonyl chloride → Methyl 3-(benzo[1,3]dioxol-5-sulphonylamino)-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

https://huagongshe.com/reaction/1738627

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxole-5-sulfonyl chlorideHCID 4913401—
ReactantMethyl 3-amino-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoateHCID 23288571—
SolventPyridineHCID 1049—
SolventTolueneHCID 1140—
ProductMethyl 3-(benzo[1,3]dioxol-5-sulphonylamino)-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoateHCID 23288600—

Reaction Steps

1.04 g of methyl 3-amino-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate were dissolved in pyridine (30 ml), treated dropwise while cooling with ice with a solution of 1.1 g of benzo[1,3]-dioxol-5-sulphonyl chloride in toluene (10 ml) and subsequently stirred at RT for 20 hours. The reaction mixture was poured on to ice/3M HCl, the product was extracted with ethyl acetate and the organic phase was dried over magnesium sulphate. After removing the solvent there was obtained the desired methyl 3-(benzo[1,3]dioxol-5-sulphonylamino)-4-(2-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate as a resin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962682
Source datasetuspto-grants-1999_10
ORD IDord-af158a1509a44f268661b7dc214fff02
Source noteuspto-grants-1999_10