Tetrahydrofuran → HCID 136060812, Verbindung

HRID 1851522Notizen

Reaktionsgleichung

[CH3:1][C:2]1[N:3]=[C:4]([C:12]2[NH:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3[NH:21][S:22]([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)(=[O:24])=[O:23])[S:5][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+].O1CCCC1>CO>[CH3:1][C:2]1[N:3]=[C:4]([C:12]2[NH:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3[NH:21][S:22]([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)(=[O:24])=[O:23])[S:5][C:6]=1[C:7]([OH:9])=[O:8]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

A mixture of ethyl 4-methyl-2-{7-[(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3-thiazole-5-carboxylate (0.42 g), 8N aqueous sodium hydroxide solution (0.4 mL), tetrahydrofuran (6 mL) and methanol (6 mL) was stirred at 60° C. for 1 hr. The reaction mixture was concentrated, and water was added to the residue. The mixture was acidified with 10% aqueous citric acid solution, and the resulting crystals were filtrated, washed with water and dried. The obtained crystals were dissolved in tetrahydrofuran, treated with activated carbon, and concentrated to give the title compound (0.17 g, yield 44%) as yellow crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point>253° C. (decomposition).

Aufarbeitung

concentrationThe reaction mixture was concentrated
additionwater was added to the residue
filtrationthe resulting crystals were filtrated
washwashed with water
customdried
dissolutionThe obtained crystals were dissolved in tetrahydrofuran
additiontreated with activated carbon
concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag: ord-d32ab5e37c1c4fcd88dad7f1940b9322
Quelldatensatz: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08957070B2

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