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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2081102Generated: November 2, 2026

Triethylamine → 3-hydroxy-4-methyl-benzoic acid N'-(4-chloro-benzoyl)-hydrazide

https://huagongshe.com/reaction/2081102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
Reactant3-Hydroxy-4-methylbenzohydrazideHCID 16780936—
SolventTetrahydrofuranHCID 8028—
Product3-hydroxy-4-methyl-benzoic acid N'-(4-chloro-benzoyl)-hydrazideHCID 59649718—

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-chlorobenzoyl chloride (0.92 mL, 7.22 mmol) (Aldrich), 3-hydroxy-4-methyl-benzoic acid hydrazide (1.0 g, 6.02 mmol) (from Example 6 supra) and triethylamine (1.36 mL) in tetrahydrofuran (20 mL) was heated at 85° C. for 1 day. The reaction mixture was partitioned between ethyl acetate and water. The precipitate washed with ethyl acetate and dichloromethane and dried to give 3-hydroxy-4-methyl-benzoic acid N′-(4-chloro-benzoyl)-hydrazide. (Yield 1.28 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932390B2
Source datasetuspto-grants-2011_04
ORD IDord-0e7478dd2fd64bbb906cee4406f72f25
Source noteuspto-grants-2011_04