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HRID 583754Erstellt: 23. Oktober 2026

Water → Thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]

https://huagongshe.com/de/reaction/583754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2,5-Thiophenedicarboxylic acidHCID 20273—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktBenzo-1,3-dioxole-5-methylamineHCID 75799—
LösungsmittelDimethylformamideHCID 6228—
ProduktThiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]HCID 10173561—

Reaktionsschritte

1,1′-Carbonyldiimidazole (1.2 g, 7.4 mmol) was added to a stirred solution of 2,5-thiophene-dicarboxylic acid (0.5 g, 3.0 mmol) in dimethylformamide (25 mL) under an inert atmosphere, and the mixture was heated to 55° C. to 60° C. After 30 minutes, the mixture was allowed to cool and piperonylamine (1.05 g, 6.7 mmol) was added. The mixture was reheated to 55° C. to 60° C. After 3 hours, the mixture was allowed to cool, and was poured into water (250 mL), and the aqueous mixture was stirred. After several hours, the precipitate was filtered off, rinsed with water, and dried to afford 1.2 g of thiophene-2,5-dicarboxylic acid bis-[(1,3-benzodioxol-5-ylmethyl)-amide]. Recrystallization of a sample from ethanol gave product with a mp 207-209° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06924276B2
Quelldatensatzuspto-grants-2005_08
ORD IDord-5ec48cff01844ec380618709bc2ece9a
Quellennotizuspto-grants-2005_08