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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595472Generated: October 29, 2026

Sodium Carbonate → HCID 89689588, compound

https://huagongshe.com/reaction/595472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-AminobenzothiazoleHCID 68288—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 89689825HCID 89689825—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89689588HCID 89689588—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a solution of 6-chloro-4-(isopropylamino)nicotinonitrile (18) (1 g, 5.1 mmol) in dioxane (40 mL):H2O (4 mL), 6-amino benzothiazole (5.1 mmol, 1 equiv.), xanthphos (2.0 mmol, 0.4 equiv.) and Na2CO3 (20.5 mmol, 4 equiv.) were added and degassed for 10 min. To the reaction mixture Pd2(dba)3 (2.0 mmol, 0.4 equiv.) was added and degassed again for 10 min. It was then heated at 115° C. for overnight. The reaction mixture was cooled and filtered through small pad of celite. The filtrate obtained was concentrated and the crude material was purified by column chromatography through silica gel and MeOH:CHCl3 as eluent to afford 6-(benzo[d]thiazol-6-ylamino)-4-(isopropylamino)nicotinonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242976B2
Source datasetuspto-grants-2016_01
ORD IDord-49a49d8bd4bb434ab4b6b8c1d43ff18f
Source noteuspto-grants-2016_01