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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177443Generated: November 1, 2026

Diethyl Ether → 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2-(trimethylsilyl)cyclopropyl)benzo[d]thiazole

https://huagongshe.com/reaction/1177443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)benzo[d]thiazoleHCID 67111609—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2-(trimethylsilyl)cyclopropyl)benzo[d]thiazoleHCID 67111575—

Reaction Conditions

Temperature150 °C

Reaction Steps

In a reactor bottle (trimethylsilyl)diazomethane, 2.0 M in diethyl ether (2.4 mL, 4.8 mmol) was added to a mixture of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)-benzo[d]thiazole (0.650 g, 1.6 mmol), in anhydrous dioxane 15.00 mL. The reaction mixture was heated to 150° C. for 18 h. At which time the crude reaction mixture was concentrate in vacuo and purified by silica gel chromatography to afford as a mixture of isomers 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenyl-2 (trimethylsilyl)cyclopropyl)benzo[d]thiazole. MS (ESI) m/z: Calculated: 503.2; Observed: 504.0 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842685B2
Source datasetuspto-grants-2010_11
ORD IDord-a1afe318cb5b4a81a5e6bbdc5dbf16fc
Source noteuspto-grants-2010_11