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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956725Generated: November 3, 2026

Benzenemethanamine, 3,5-dichloro- → 3-(3,5-Dichloro-benzylamino)-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1956725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3,5-dichloro-HCID 457602—
Reactant3-Butoxy-4-(1,1-dimethylpropylamino)-cyclobut-3-ene-1,2-dioneHCID 15838837—
SolventTetrahydrofuranHCID 8028—
Product3-(3,5-Dichloro-benzylamino)-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dioneHCID 5378567176.7%

Reaction Steps

A solution of 3-butoxy-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione (1,20 g, 5 mmol, Example 3), 3,5-dichlorobenzylamine (0.88 g, 5 mmol) and tetrahydrofuran (15 mL) was stirred at room temperature for 3 days. The reaction mixture was processed as in Example 2, Step 4. The crude product was recrystallized (twice) from methanol to provide 1.309 g of the title compound as a white solid: mp 257°-258° C. (dec). MS (m/z) 340/342/344 (M+). HPLC indicates a major component (97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780505
Source datasetuspto-grants-1998_07
ORD IDord-61cf12a47c924c7bb2645d5ec574f919
Source noteuspto-grants-1998_07