Water → HCID 178512747, Verbindung

HRID 492092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 492092
[NH2:1][CH2:2][CH:3]1[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([NH:13][S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH:6]=[CH:5][C:4]1=2.Cl.[N:24]1([C:29](N)=[NH:30])C=CC=N1.C(N(CC)C(C)C)C.O>CN(C=O)C>[NH:1]([CH2:2][CH:3]1[CH2:12][CH2:11][CH2:10][C:9]2[CH:8]=[C:7]([NH:13][S:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)(=[O:16])=[O:15])[CH:6]=[CH:5][C:4]1=2)[C:29]([NH2:30])=[NH:24]

Komponenten

6

Edukt 4

HCID 962WaterHCID 521913N,N-Diethyl-2-propanamineHCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 57678964N-(5-aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide

Produkt 1

HCID 178512747HCID 178512747, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

N-(5-Aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide, 1H-pyrazol-1-carboxamidine hydrochloride and diethyl isopropylamine are dissolved in DMF, and the reaction mixture is heated to 100° C., then cooled and diluted by addition of of water. The aqueous mixture is extracted with EtOAc, and the combined organic layers are dried over MgSO4, filtered, and concentrated under reduced pressure to give N-(5-Guanidinomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide. 5-Guanidinomethyl-5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid phenylamide may be similarly prepared.

Aufarbeitung

  1. temperaturecooled
  2. extractionThe aqueous mixture is extracted with EtOAc
  3. dry with materialthe combined organic layers are dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d612157112d348e8bccc63f47f406d12
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531577B2

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