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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2405118Generated: October 27, 2026

1,1,1-Trifluoro-2,4-pentanedione → 1-(2-Amino-4-(trifluoromethyl)thiazol-5-yl)ethanone

https://huagongshe.com/reaction/2405118

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
ReactantThioureaHCID 2723790—
ReactantHydroxy tosyloxy iodobenzeneHCID 21918218—
SolventAcetonitrileHCID 6342—
Product1-(2-Amino-4-(trifluoromethyl)thiazol-5-yl)ethanoneHCID 1893630089.2%

Reaction Steps

Hydroxy(tosyloxy)iodobenzene (3 g, 7.7 mmol) is added to a solution of 1,1,1,-trifluoro pentane-2,4-dione (1 g, 6.4 mmol) in ACN (10 mL). The resulting mixture is heated under reflux for 45 minutes, then cooled down to RT, and thiourea (0.59 g, 7.7 mmol) is added. The mixture is heated under reflux for 4 hours and then left to stand overnight. The reaction mixture is concentrated and the residue is recrystallised in ethylacetate and petroleum ether, affording 1-[2-amino-4(trifluoromethyl)-1,3-thiazol-5-yl]ethanone (P8) as white solid (1.2 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802861B2
Source datasetuspto-grants-2014_08
ORD IDord-d660b9f9010c40d99c372ddb6a5b0319
Source noteuspto-grants-2014_08