Water → 3-(1-methyl-3-indolyl)-4-[1-[3-(1-methyl-5-tetrazolylthio)propyl]-3-indolyl]-1H-pyrrole-2,5-dione

HRID 345703

Reaktionsgleichung

[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:12](=[O:34])[NH:13][C:14](=[O:33])[C:15]=2[C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][CH2:26][CH2:27]OS(C)(=O)=O)[CH:17]=2)=[CH:3]1.[Na].[SH:36][C:37]1[N:41]([CH3:42])[N:40]=[N:39][N:38]=1.O>CS(C)=O>[CH3:1][N:2]1[C:10]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:4]([C:11]2[C:12](=[O:34])[NH:13][C:14](=[O:33])[C:15]=2[C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][CH2:26][CH2:27][S:36][C:37]3[N:41]([CH3:42])[N:40]=[N:39][N:38]=3)[CH:17]=2)=[CH:3]1

Komponenten

Reaktionsbedingungen

Temperatur: 55 °C

Versuchsvorschrift

100 mg of the product of Example 58 in 10 ml of DMSO were treated with 120 mg of 5-mercapto-1-methyltetrazole sodium salt. The solution was heated at 55° C. for 6 hours, then cooled and poured into water. The aqueous phase was extracted with ethyl acetate. The ethyl acetate extracts were dried and concentrated. Chromatography on silica gel with dichloromethane/ethyl acetate (4:1) gave 48 mg of 3-(1-methyl-3-indolyl)-4-[1-[3-(1-methyl-5-tetrazolylthio)propyl]-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 95°-97° C.

Aufarbeitung

temperaturecooled
extractionThe aqueous phase was extracted with ethyl acetate
dry with materialThe ethyl acetate extracts were dried
concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag: ord-d2a4508eea384aa0b52adc23b70b5339
Quelldatensatz: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05057614

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