Water → HCID 68907744, Verbindung

HRID 546512Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546512
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([NH:14][C@@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]1[NH2:21])=[O:13])=[CH:6]2.C(N(CC)CC)C.[S:29]1[CH:33]=[CH:32][CH:31]=[C:30]1[S:34](Cl)(=[O:36])=[O:35].O>CN(C)C=O>[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([NH:14][C@@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]1[NH:21][S:34]([C:30]1[S:29][CH:33]=[CH:32][CH:31]=1)(=[O:36])=[O:35])=[O:13])=[CH:6]2

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 855182-Thiophenesulfonyl chlorideHCID 18442849HCID 18442849, Verbindung

Produkt 1

HCID 68907744HCID 68907744, VerbindungAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

(±)-cis-N-[(5-Chloroindol-2-yl)carbonyl]-1,2-cyclohexanediamine hydrochloride (200 mg) was dissolved in N,N-dimethylformamide (1 ml), and triethylamine (0.28 ml) and 2-thiophenesulfonyl chloride (111 mg) were added to stir the mixture for 75 minutes. Water was added to the reaction mixture, and deposit was collected by filtration and recrystallized from methanol to obtain the title compound (198 mg) as colorless crystals.

Aufarbeitung

  1. filtrationwas collected by filtration
  2. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-f886d4e61323422da78eb83f8d9f3e0e
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935824B2

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