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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283316Generated: November 1, 2026

Diisopropylamine → HCID 57751039, compound

https://huagongshe.com/reaction/2283316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant2-Methyl-3-butyn-2-olHCID 8258—
Reactant2-Amino-5-bromobenzenesulfonamideHCID 820700—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 57751039HCID 5775103946%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Amino-5-bromobenzenesulfonamide (2 g, 7.96 mmol), copper(I) iodide (0.076 g, 0.40 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.280 g, 0.40 mmol) were slurried in anhydrous N,N-dimethylformamide (6 mL) in a microwave vial. 2-Methyl-3-butyn-2-ol (2.316 mL, 23.89 mmol) followed by diisopropylamine (3.37 mL, 23.89 mmol) were added, the vial was capped, purged with argon and the mixture was heated in a microwave at 100° C. for 30 min. The mixture was filtered and the solvent was evaporated in vacuo. Purification by column chromatography, using a gradient of 60-70% ethyl acetate in heptane as the eluent, gave 0.92 g (46% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145380B2
Source datasetuspto-grants-2015_09
ORD IDord-1ace700d37784a2ca8010e448c47cdf4
Source noteuspto-grants-2015_09