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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448550Generated: October 26, 2026

Ethylene Glycol → Bosentan

https://huagongshe.com/reaction/448550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantBarium hydroxideHCID 6093286—
Reactantp-Tert-butyl-n-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide potassium saltHCID 86650086—
SolventTolueneHCID 1140—
ProductBosentanHCID 104865—

Reaction Conditions

Temperature110 °C

Reaction Steps

5 gms of p-tert-butyl-N-[6-chloro-5-(2-methoxy-phenoxy)-[2,2′-bipyrimidin]-4-yl]benzenesulfonamide potassium salt and barium hydroxide (0.75 gms) were charged to a reaction vessel. Ethylene glycol (15 ml) and toluene (75 ml) were added thereto. The reaction mass was heated at a temperature of 110° C. for 2 hours. Further, 0.75 gms of barium hydroxide was added and heating was continued for another 4 hours. After completion of the reaction, the solid was filtered and isolated as barium salt of bosentan. It was further purified by crystallizing with a mixture of methanol and isopropyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481730B2
Source datasetuspto-grants-2013_07
ORD IDord-e27725ad53b84423b727d1ff369e7dfa
Source noteuspto-grants-2013_07