Cyclopentylamine → N-(Cyclopentylaminocarbonyl)-2,3-dichlorobenzenesulfonamide

HRID 236519Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 236519
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([N:12]=[C:13]=[O:14])(=[O:11])=[O:10].[CH:15]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16]1>C(#N)C>[CH:15]1([NH:20][C:13]([NH:12][S:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=2[Cl:1])(=[O:10])=[O:11])=[O:14])[CH2:19][CH2:18][CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 2906CyclopentylamineHCID 138527082,3-Dichlorobenzenesulfonyl isocyanate

Produkt 1

HCID 13852709N-(Cyclopentylaminocarbonyl)-2,3-dichlorobenzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To 20 mL of the acetonitrile solution containing 2,3-dichlorobenzenesulfonyl isocyanate, prepared as described in the previous example, was added 2.5 mL of cyclopentylamine. This mixture was allowed to sit overnight. The solid precipitate was filtered off and triturated with 5 mL of acetonitrile. Filtration and drying afforded 5.0 g of the title compound as an off-white solid, m.p. 202°-207° C.; NMR (DMSO-d6): δ1.1-1.8 (m, 8H), 3.7 (m, 1H), 6.5 (br d, 1H), 7.6 (t, 1H), 7.9 (dd, 1H), 8.0 (dd, 1H), 10.8 (br s, 1H); IR (nujol): 3343, 1660, 1375, 1170 cm-1.

Aufarbeitung

  1. customprepared
  2. filtrationThe solid precipitate was filtered off
  3. customtriturated with 5 mL of acetonitrile
  4. filtrationFiltration
  5. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-06e6ed168fd14655bebf3edf8d5d11c7
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04645527

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