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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392371Generated: November 1, 2026

Water → HCID 69288501, compound

https://huagongshe.com/reaction/1392371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAnilineHCID 6115—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 86595684HCID 86595684—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69288501HCID 6928850177.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

5-Ethyl-5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)thiazole-2-carboxylate (1.65 gram, 4.0 mmol) is dissolved in anhydrous THF (25 mL) and aniline (0.37 mL, 4.0 mmol) is added. The resulting solution is cooled to 0° C. and sodium hexamethyidisilazide (4.4 mL of a 1M solution in THF) is added. The reaction mixture is stirred for 2 hours. Water is added and the mixture is extracted twice with ethyl acetate. The combined organic layer is washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is crystallised from diisopropyl ether to give 5-(4-chlorophenyl)-4-(2,4-dichlorophenyl)-N-phenyl-thiazole-2-carboxamide (1.42 g, 77% yield). Melting point: 167-168° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342032B2
Source datasetuspto-grants-2008_03
ORD IDord-de1ff402f6a441a2ba2f338822060276
Source noteuspto-grants-2008_03