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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360765Generated: October 27, 2026

Triethylamine → 4-methoxybenzoic acid N'-(4-amino-3-nitrobenzoyl)-hydrazide

https://huagongshe.com/reaction/1360765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantBenzoic acid, 4-amino-3-nitro-HCID 74115—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-MethoxybenzohydrazideHCID 76792—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-methoxybenzoic acid N'-(4-amino-3-nitrobenzoyl)-hydrazideHCID 27169228—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-amino-3-nitrobenzoic acid (3.64 g, 20 mmol) in DMF (50 mL) was added HOBT (2.70 g, 20 mmol) and EDCI (3.83 g, 20 mmol). After the addition, the solution was stirred at 25° C. for 10 min then 4-methoxybenzoic acid hydrazide (3.32 g, 20 mmol) was added and followed by the addition of NEt3 (8.35 mL, 60 mmol). The solution was stirred at 25° C. overnight and water was added. The resulting suspension was filtered and the solid was washed with water. The yellow solid was dried under reduced pressure and was purified by flash chromatography (heptane/EtOAc=1:3) to give the title compound. MS: m/z 331 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879850B2
Source datasetuspto-grants-2011_02
ORD IDord-50483ee32d0144b7a36b1a2792a9e3b3
Source noteuspto-grants-2011_02