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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49887Generated: October 25, 2026

4-Pyridinemethanamine → 1-(4-Chloroanilino)-4-(4-pyridylmethylamino)phthalazine

https://huagongshe.com/reaction/49887

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-PyridinemethanamineHCID 77317—
Reactant1-Chloro-4-(4-chloroanilino)phthalazine hydrochlorideHCID 22397278—
Product1-(4-Chloroanilino)-4-(4-pyridylmethylamino)phthalazineHCID 6326421—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 0.5 g (1.5436 mmol) 1-chloro-4-(4-chloroanilino)phthalazine hydrochloride (for preparation see J. Chem. Soc. 1948, 777-782) and 2 g (18.50 mmol) 4-aminomethylpyridine is stirred for 36 h at 90° C. and then purified by means of flash chromatography on silica gel with a particle size of 0.04-0.06 mm using acetate and acetate/methanol (20:1). Evaporation of product-containing fractions, recrystallization of the residue from methanol, and drying of the crystallizate under HV yield the title compound; m.p. 233-236° C.; ESI-MS: (M+H)+=362.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710047B2
Source datasetuspto-grants-2004_03
ORD IDord-bfebeffd30d7440f9ff39ed3b4d13f36
Source noteuspto-grants-2004_03