Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422237Generated: October 30, 2026

Water → HCID 67147049, compound

https://huagongshe.com/reaction/2422237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
ReactantN-methyl-4-phenyl-1,3-thiazol-2-amineHCID 824443—
SolventDimethylformamideHCID 6228—
ProductHCID 67147049HCID 6714704987.3%

Reaction Steps

To a solution of N-methyl-4-phenyl-1,3-thiazol-2-amine (1.67 g, 8.8 mmol) in N,N-dimethylformamide (25 mL) was added 60% sodium hydride (350 mg, 8.8 mmol), and the mixture was stirred for 30 min. Methyl 4-(bromomethyl)benzoate (2.1 g, 9.2 mmol) was added and the mixture was stirred at room temperature for 1.5 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3:1) to give the title compound (2.6 g, yield 86%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960369B2
Source datasetuspto-grants-2011_06
ORD IDord-061371fcbb8748548d559e5fbe550b2b
Source noteuspto-grants-2011_06