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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728928Generated: October 27, 2026

m-Aminoacetanilide → N-[3-[[2-[(Phenylmethyl)amino]ethyl]amino]phenyl]acetamide hydrochloride

https://huagongshe.com/reaction/728928

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-AminoacetanilideHCID 7604—
ReactantBenzenemethanamine, N-(2-chloroethyl)-, hydrochloride (1:1)HCID 13054189—
SolventIsopropanolHCID 3776—
ProductN-[3-[[2-[(Phenylmethyl)amino]ethyl]amino]phenyl]acetamide hydrochlorideHCID 19755020—

Reaction Conditions

Temperature85 °C

Reaction Steps

Combine N-(3-aminophenyl)acetamide (31 g, 0.206 mol) and N-(2-chloroethyl)benzenemethanamine hydrochloride (17.0 g, 0.083 mol) and heat to 180° C. for 1 h. After this time, allow to cool to approximately 85° C. and add isopropanol (100 mL) to precipitate a solid. Decant the solvent and dissolve the white residue in refluxing methanol (800 mL). Filter hot and allow the solution to cool to room temperature. After 2 h, filter the resulting white solid and wash with methanol (50 mL) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05051422
Source datasetuspto-grants-1991_09
ORD IDord-451b349d08374e7391a6fb18f4aff60e
Source noteuspto-grants-1991_09