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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25345Generated: October 29, 2026

(2-Benzenesulfonyl-1-vinyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine → (2-Benzenesulfonyl-1-ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamine

https://huagongshe.com/reaction/25345

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Benzenesulfonyl-1-vinyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamineHCID 69737203—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(2-Benzenesulfonyl-1-ethyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-yl)dimethylamineHCID 6973633998.4%

Reaction Steps

Compound (54) 200.1 mg was dissolved in a mixture of methanol 8 ml and tetrahydrofuran 4 ml. 10% Pd/C 49.8 mg was added. The mixture was stirred under hydrogen atmosphere for 18 h at room temperature. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform:hexane (1:1) to give the titled compound as a colorless oil 198 mg. Yield 98%. This was treated with 1 eq. of oxalic acid to give the salt, which was recrystallized from ether-methanol to give colorless crystals, m.p. 193-194° C.(dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858640B2
Source datasetuspto-grants-2005_02
ORD IDord-67d1fc3341364fea8a330c8d32f64ba3
Source noteuspto-grants-2005_02