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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200182Generated: October 30, 2026

Cesium carbonate → HCID 90028433, compound

https://huagongshe.com/reaction/2200182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantThiomorpholineHCID 67164—
Reactant1-Bromo-3-nitro-5-(trifluoromethyl)benzeneHCID 7015411—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90028433HCID 9002843356%

Reaction Steps

Add 1-bromo-3-nitro-5-(trifluoromethyl)benzene (500 mg, 2.9 mmol), thiomorpholine (455 mg, 4.4 mmol), Cs2CO3 (2.86 g, 8.8 mmol), BINAP (55 mg, 0.09 mmol) and Pd2(dba)3 (54 mg, 0.06 mmol) under N2 to 1,4-dioxane (10 mL), stir the reaction under N2 at 100° C. for 16 hrs. TLC (100% PE) shows the reaction is complete. Cool the reaction to room temperature, filter and concentrate the filtrate under reduced pressure to get crude product. Purification by chromatography (silica gel, 100% PE) affords the target compound (475 mg, 55%). MS: (M+1): 293.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-c8e6c18572bd49baaee58168ae68d508
Source noteuspto-grants-2016_06