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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904250Generated: November 2, 2026

Diisopropyl Ether → 2-t-butyl-4-chloro-5{-(6-propyloxy-3-pyridyl)-methylthio}-3(2H)-pyridazinone

https://huagongshe.com/reaction/1904250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinoneHCID 13469242—
Reactant5-Chloromethyl-2-propyloxypyridineHCID 14671823—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-t-butyl-4-chloro-5{-(6-propyloxy-3-pyridyl)-methylthio}-3(2H)-pyridazinoneHCID 1467182481.1%

Reaction Steps

To a solution of 2.2 g of 2-t-butyl-4-chloro-5-mercapto-3(2H)-pyridazinone and 1.9 g of 5-chloromethyl-2-propyloxypyridine in 20 ml of N,N-dimethylformamide was added under stirring 1.5 g of potassium carbonate at room temperature. After additional stirring for 8 hours at room temperature, the mixture was poured into 50 ml of water and then extracted twice with 50 ml of benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and then freed of solvent by distillation under reduced pressure to obtain 3.7 g of a crude product. The crude product was added with isopropyl ether and recrystallized therefrom to give 3.0 g of 2-t-butyl-4-chloro-5{-(6-propyloxy-3-pyridyl)-methylthio}-3(2H)-pyridazinone, m.p. 92.0°~93.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837217
Source datasetuspto-grants-1989_06
ORD IDord-389f82f3d9e74ed985f037d65f5f0b0c
Source noteuspto-grants-1989_06