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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434510Generated: November 1, 2026

Acetic Acid → HCID 68920264, compound

https://huagongshe.com/reaction/1434510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazineHCID 9321—
Reactant3-MethylbenzaldehydeHCID 12105—
ReactantHCID 57935895HCID 57935895—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68920264HCID 6892026433.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of compound C (33 mg, 0.11 mmol) in 3 mL of dioxane was added an excess amount of hydrazine (0.02 mL, 0.65 mmol). The resulting mixture was heated at 90° C. for 2 h. The reaction mixture was cooled to room temperature and diluted with methylene chloride, followed by washing with brine twice. The organic phase was dried and concentrated. The left residue was dried in vacuo, and then dissolved in 5 mL of methanol. To the above solution was added m-tolualdehyde (0.01 mL, 0.11 mmol) and a catalytic amount of acetic acid. After the reaction mixture was heated at 50° C. for 30 min, the mixture was cooled to room temperature. A small amount of precipitate was observed and collected to give 15 mg of the final product, N-(6,7-Dimethoxy-2-morpholin-4-yl-quinolin-4-yl)-N′-(3-methyl-benzylidene)-hydrazine (compound 7).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615552B2
Source datasetuspto-grants-2009_11
ORD IDord-2db55796bc7145239b389f2c47014ec6
Source noteuspto-grants-2009_11