Triethylamine → 1-(4-Diethylaminobenzoyl)-4-(2-naphthalenesulfonyl)piperazine

HRID 278601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 278601
Cl.[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[S:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)(=[O:14])=[O:13].[CH2:21]([N:23]([CH2:33][CH3:34])[C:24]1[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[CH:26][CH:25]=1)[CH3:22].P(C#N)(=O)(OCC)OCC.C(N(CC)CC)C>CN(C=O)C>[CH2:33]([N:23]([CH2:21][CH3:22])[C:24]1[CH:32]=[CH:31][C:27]([C:28]([N:18]2[CH2:19][CH2:20][N:15]([S:12]([C:3]3[CH:4]=[CH:5][C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[CH:2]=3)(=[O:14])=[O:13])[CH2:16][CH2:17]2)=[O:29])=[CH:26][CH:25]=1)[CH3:34]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 79480Benzoic acid, 4-(diethylamino)-HCID 227218151-(Naphthalene-2-sulfonyl)piperazine hydrochloride

Produkt 1

HCID 226280521-(4-Diethylaminobenzoyl)-4-(2-naphthalenesulfonyl)piperazineAusbeute 27,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(2-naphthalenesulfonyl)piperazine hydrochloride (625 mg) and 4-diethylamino benzoic acid (386 mg) in DMF (12 ml) was added diethyl phosphorocyanidate (489 mg) and then triethylamine (606 mg), and the solution was stirred at room temperature for 2 hours. The reaction solution was concentrated and the residue was purified with silica gel column chromatography (dichloromethane:10% ammonia containing methanol=20:1) to give colorless amorphous of the title compound (250 mg).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified with silica gel column chromatography (dichloromethane:10% ammonia containing methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-2ad602ebd6f846c693748bd773db5de6
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359134B1

Notizen zur Reaktion

Wird geladen…