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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221553Generated: October 27, 2026

Vanillin → 3-Methoxy-4-[(2-morpholin-4-yl-1,3-thiazol-4-yl)methoxy]benzaldehyde

https://huagongshe.com/reaction/2221553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[4-(Chloromethyl)-1,3-thiazol-2-yl]morpholineHCID 15290886—
SolventWaterHCID 962—
Product3-Methoxy-4-[(2-morpholin-4-yl-1,3-thiazol-4-yl)methoxy]benzaldehydeHCID 8595462087%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(4-chloromethyl-1,3-thiazol-2-yl)morpholine (1.00 g), potassium carbonate (0.64 g), vanillin (0.70 g) and N,N-dimethylformamide (30 mL) was stirred at 90° C. for 2 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give 3-methoxy-4-[(2-morpholin-4-yl-1,3-thiazol-4-yl)methoxy]benzaldehyde as colorless crystals (1.33 g, 86%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 122-123° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368578B2
Source datasetuspto-grants-2008_05
ORD IDord-b082e6422f4c40b8abadc3225c7cd0ea
Source noteuspto-grants-2008_05