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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166780Generated: November 1, 2026

3-Amino-4-hydroxybenzohydrazide → (R)-2-{4-[(3-Amino-4-hydroxybenzoyl)hydrazonomethyl]-3-methoxyphenoxy}-N-(1-benzylpyrrolidin-3-yl)acetamide

https://huagongshe.com/reaction/1166780

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-4-hydroxybenzohydrazideHCID 585879—
Reactant(R)-N-(1-benzylpyrrolidin-3-yl)-2-(4-formyl-3-methoxyphenoxy)acetamideHCID 54022232—
SolventIsopropanolHCID 3776—
Product(R)-2-{4-[(3-Amino-4-hydroxybenzoyl)hydrazonomethyl]-3-methoxyphenoxy}-N-(1-benzylpyrrolidin-3-yl)acetamideHCID 7002680670.2%

Reaction Steps

The above 3-amino-4-hydroxybenzoic acid hydrazide (50 mg, 0.3 mmol) and the above (R)-N-(1-benzylpyrrolidin-3-yl)-2-(4-formyl-3-methoxyphenoxy)acetamide (110 mg, 0.3 mmol) were dissolved in 2-propanol (4 ml) and the mixture was heated at reflux temperature for 16 hours. The cooled mixture was filtered and the precipitate was washed with 2-propanol (2×3 ml) and dried by suction to afford 109 mg (70%) of the title compound as a solid. M.p.: 157-160° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613942B1
Source datasetuspto-grants-2003_09
ORD IDord-a5538ba0f6434e799a68fb65e142e202
Source noteuspto-grants-2003_09