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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116766Generated: November 1, 2026

Dimethylacetamide → HCID 86606906, compound

https://huagongshe.com/reaction/2116766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
ReactantHCID 86606907HCID 86606907—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystPalladiumHCID 23938—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 86606906HCID 8660690687.4%

Reaction Conditions

Temperature152.5 °C

Reaction Steps

3-Bromo-4-hydroxybenzoic acid (4-morpholinyl)amide (286 mg, 1 mmol) is suspended in dimethylacetamide (2.9 mL), and thereto are added zinc cyanide (70 mg, 0.6 mmol), 10% Pd/C (53 mg, 0.05 mmol), zinc (36 mg, 0.56 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (28 mg, 0.05 mmol), followed by deaeration under reduced pressure for nitrogen-displacement (×3). The reaction mixture is heated at 150-155° C. and stirred for 1 hour. After cooling, the insoluble materials are removed by filtration and the reaction solution is subjected to HPLC for quantitative analysis. As a result, it is obtained 3-cyano-4-hydroxybenzoic acid (4-morpholinyl)amide (203 mg, 87.4%). Mp: 238-240° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439368B2
Source datasetuspto-grants-2008_10
ORD IDord-256673187ec7484c8befeeef4eccd7ae
Source noteuspto-grants-2008_10