Phthalimide → HCID 21761306, compound

HRID 327849Notes

Reaction equation

[C:1]1(=O)N[C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[C:12]1(=[O:18])[NH:16][C:15](=[O:17])[CH:14]=[CH:13]1>>[C:15]1(=[O:17])[N:16]([CH:4]2[C:3]3=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]3[CH2:1]2)[C:12](=[O:18])[CH:13]=[CH:14]1

Participants

Reactant 2

HCID 6809Phthalimide

HCID 10935Maleimide

Product 1

HCID 21761306HCID 21761306, compound

Procedure

An alternative process is that wherein a 3- or 4-halobenzocyclobutene reactant is treated with a phthalimide or maleimide to produce a 3- or 4-phthalimido-or maleimidobenzocyclobutene. When phthalimide or maleimide is monomeric, for example, phthalide or maleimide themselves, the product can be cleaved by reaction with an amine to produce a corresponding aminobenzocyclobutene. A preferred amine for this purpose is hydrazine, preferably hydrazine hydrate.

Sources & evidence

ORD record: ord-55335c9dc8bf4dae87ff90808f692d3f
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05274135

Reaction notes

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