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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098140Generated: November 1, 2026

1,4-Dioxane → HCID 68754106, compound

https://huagongshe.com/reaction/2098140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant4-(Tri-n-butylstannyl)thiazoleHCID 2763258—
Reactant4-Bromo-5-nitrothiophene-3-carbonitrileHCID 59168810—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 68754106HCID 6875410645.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A microwave vial equipped with a stir bar was added 4-bromo-5-nitrothiophene-3-carbonitrile (0.15 g, 0.66 mmole) and tetrakis(triphenylphosphine)palladium (0) (0.077 g, 0.066 mmol) and then purged with N2 (g) inlet prior to addition of 4-(tributylstannyl)thiazole (0.42 g, 1.13 mmol), dioxane (1.2 mL) and few drops of DMF. The reaction mixture was heated at 110° C. for 30 min and then concentrated under reduced pressure. Purification by flash chromatography (silica, 50:50 ethyl acetate/hexane) gave 5-nitro-4-(thiazol-4-yl)thiophene-3-carbonitrile (71 mgs, 45%) Retention time (min)=1.656, method [4], MS (ESI) 238.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450363B2
Source datasetuspto-grants-2013_05
ORD IDord-c88af4a6b1ae4786ba04e6808e3c703c
Source noteuspto-grants-2013_05