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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424408Generated: October 29, 2026

p-Anisoyl chloride → 6-Chloro-3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-a]phthalazine

https://huagongshe.com/reaction/424408

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Anisoyl chlorideHCID 7477—
Reactant1-Chloro-4-hydrazinophthalazineHCID 2793752—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
Product6-Chloro-3-(4-methoxyphenyl)-[1,2,4]triazolo[3,4-a]phthalazineHCID 71268954.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

6.0 g (4-chloro-phthalazin-1-yl)-hydrazine (compound C1) are suspended in a mixture of 160 ml toluene and 18 ml triethylamine at 60° C. and treated with a solution of 6.0 g 4-methoxy-benzoyl chloride in 48 ml toluene. The mixture is stirred at 110° C. for 6 h, cooled to ambient temperature, filtered with suction and rinsed with toluene. The solid is recrystallized from N,N-dimethylformamide, the precipitate is washed with water and dried to yield 5.2 g of the title compound (m.p.: 192-193° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106047B2
Source datasetuspto-grants-2012_01
ORD IDord-779e1f04f465485e9c3a84668290f801
Source noteuspto-grants-2012_01