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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409585Generated: October 31, 2026

Sodium Carbonate → 5-Iodo-2-[4-(morpholine-4-sulfonyl)-phenyl]-imidazo[2,1-b][1,3,4]thiadiazole

https://huagongshe.com/reaction/2409585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Morpholin-4-ylsulphonyl)benzeneboronic acidHCID 44119546—
Reactant2-Bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazoleHCID 66221540—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
Product5-Iodo-2-[4-(morpholine-4-sulfonyl)-phenyl]-imidazo[2,1-b][1,3,4]thiadiazoleHCID 6671712042.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (200 mg, 0.44 mmol), 4-(4-morpholinylsulfonyl)phenylboronic acid (144 mg, 0.52 mmol), PdCl2(PPh3)2 (60 mg, 0.088 mmol) and 2M aq Na2CO3 (1.2 mL) in dioxane (8 mL) was heated at 90° C. for 18 h. The solvent was removed in vacuo and the residue was triturated from EtOAc and filtered. The filtrate was evaporated and the residue was recrystallyzed from MeOH to give the desired product (89 mg, 31%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815918B2
Source datasetuspto-grants-2014_08
ORD IDord-7540ac21b2904eb4ba1f199a14999810
Source noteuspto-grants-2014_08