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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966255Generated: October 29, 2026

Water → [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thiourea

https://huagongshe.com/reaction/1966255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium HydroxideHCID 14923—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
Reactant5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamineHCID 67486439—
SolventTetrahydrofuranHCID 8028—
Product[5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thioureaHCID 8664461075%

Reaction Steps

5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamine (0.37 mmol) is dissolved in THF (5.5 ml) and 1,1-thiocarbonyldiimidazole (4 eq.) is added. The reaction solution is stirred 3 days. 32% NH4OH (20 eq.) is added and stirred 4 hours at room temperature. Water (150 ml) is added and extracted with dichloromethane. The combined organic layers are washed with brine and dried over MgSO4. The solvent is removed in vacuo. [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)pyridine-2-yl]-thiourea is obtained as brown oil in a yield of 75%. HPLC (method C): 1.60 min; LC-MS (method A): 1.37 min, 398.15 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420642B2
Source datasetuspto-grants-2013_04
ORD IDord-cd146b7cef6d4a36b01a504c39f80e08
Source noteuspto-grants-2013_04