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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956724Generated: October 26, 2026

Benzenemethanamine, 3,4-dimethyl- → 3-tert-Butylamino-4-(3,4-dimethyl-benzylamino)-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1956724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3,4-dimethyl-HCID 66888—
Reactant3-Butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dioneHCID 17819389—
SolventTetrahydrofuranHCID 8028—
Product3-tert-Butylamino-4-(3,4-dimethyl-benzylamino)-cyclobut-3-ene-1,2-dioneHCID 1781935974%

Reaction Steps

Tetrahydrofuran (17 mL), 3-butoxy-4-tert-butylamino-cyclobut-3-ene-1,2-dione (1.13 g, 5 mmol, Example 1) and 3,4-dimethylbenzylamine (0.68 g, 5 mmol) were stirred together at room temperature for 2 days. Removal of solvent and trituration of the residue with diethyl ether gave 1.06 g of a light yellow solid. Four recrystallizations of this material from acetonitrile provided 0.394 g of the tide compound as a white solid: mp 264°-264° C. (softens 260° C.). MS (m/z) 286 (M+). HPLC indicates a major component (96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780505
Source datasetuspto-grants-1998_07
ORD IDord-0c7ee9d1b05c4af49afe65479a181b9d
Source noteuspto-grants-1998_07