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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538583Generated: October 25, 2026

1,3-Dichloroacetone → 3-(4-Chloromethyl-thiazol-2-yl)-phenol

https://huagongshe.com/reaction/538583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DichloroacetoneHCID 10793—
Reactant3-Hydroxybenzene-1-carbothioamideHCID 2759343—
SolventTolueneHCID 1140—
Product3-(4-Chloromethyl-thiazol-2-yl)-phenolHCID 5940270238.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1,3 dichloroacetone (0.42 g, 3.26 mmol) in toluene (5 mL) was added 3-hydroxythiobenzamide (0.25 g, 1.63 mmol) and the reaction mixture was heated at 120° C. for 1 h. After completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness, added water and extracted with EtOAc (×3). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica gel (230-400 M, 10% EtOAc-Hexane) to get the desired product (0.14 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865736B2
Source datasetuspto-grants-2014_10
ORD IDord-5d3ba601597f4fad865f8a791c79de72
Source noteuspto-grants-2014_10