Maleimide → HCID 131718296, compound

HRID 327851Notes

Reaction equation

HRID 327851 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]2[CH2:5][CH2:6][C:3]=12.[S:10](Cl)([CH3:13])(=[O:12])=[O:11].C1(=O)NC(=O)C=C1>N1C=CC=CC=1>[S:10]([O:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]2[CH2:5][CH2:6][C:3]=12)([CH3:13])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 10935MaleimideHCID 31297Methanesulfonyl chlorideHCID 214252094-Hydroxybenzocyclobutene

Product 1

HCID 131718296HCID 131718296, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

4-Mesyloxybenzocyclobutene is prepared by reaction between 4-hydroxybenzocyclobutene and mesyl chloride (methanesulfonyl chloride) in pyridine, using excess pyridine as solvent. The mesyloxy compound is reacted with maleimide, otherwise as in paragraph (a), to produce 4-(N-maleimidyl)benzocyclobutene, which is hydrolyzed with hydrazine hydrate to 4-aminobenzocyclobutene, otherwise as in paragraph (b).

Sources & evidence

ORD record
ord-4878ab98d95a456ba6ba4fad9ff346ae
Source dataset
uspto-grants-1993_12
Patent number
US05274135

Reaction notes

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