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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048860Generated: October 30, 2026

3,5-Dichloroaniline → HCID 85469492, compound

https://huagongshe.com/reaction/1048860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DichloroanilineHCID 12281—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-Bromo-5-methyl-1,3,4-oxadiazoleHCID 25219536—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 85469492HCID 85469492—

Reaction Conditions

Temperature140 °C

Reaction Steps

In a 5 mL microwave tube, 2-bromo-5-methyl-1,3,4-oxadiazole (200 mg, 1.23 mmol, Eq: 0.05), Tris(dibenzylideneacetone)dipalladium(0) (56.2 mg, 61.4 μmol, Eq: 0.05) and (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (38.2 mg, 61.4 μmol, Eq: 0.05) were combined with toluene (10.0 ml) to give a brown suspension. Sodium tert-butoxide (236 mg, 2.45 mmol, Eq: 2.00) and 3,5-dichloroaniline (199 mg, 1.23 mmol, Eq: 1.00) were added. The solution was degassed with argon for 5 min, heated to 140° C. for 30 min under microwave.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382218B2
Source datasetuspto-grants-2016_07
ORD IDord-6fe18935e3cc483986b4fa83923e8de2
Source noteuspto-grants-2016_07