Triethylamine → HCID 14054341, Verbindung

HRID 1382863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1382863
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[CH:16]=[CH:15][S:14][C:13]=3[CH:12]=[C:11]([C:18]([OH:20])=O)[CH:10]=2)=[CH:5][CH:4]=1.[CH2:21]([N:23](CC)[CH2:24][CH3:25])[CH3:22]>C1(C)C=CC=CC=1.S(Cl)(Cl)=O.C(NCC)C>[CH2:21]([N:23]([CH2:24][CH3:25])[C:18]([C:11]1[CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:17]2[CH:16]=[CH:15][S:14][C:13]=2[CH:12]=1)=[O:20])[CH3:22]

Komponenten

6

Edukt 2

HCID 8471TriethylamineHCID 13637982HCID 13637982, Verbindung

Produkt 1

HCID 14054341HCID 14054341, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1140TolueneLösungsmittel2×HCID 8021DiethylamineLösungsmittelHCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

The reaction is carried out as in Example 1, starting with 4-(4-methoxyphenyl)benzo[b]thiophene-6-carboxylic acid (2.9 g) in toluene (30 cc) and thionyl chloride (2.3 cc) and triethylamine (4.3 cc) and diethylamine (1.1 cc) in anhydrous toluene (30 cc). After chromatography of the residue on silica gel using a cyclohexane:ethyl acetate (80:20 by volume) mixture as the eluent and recrystallization in isopropyl ether, N,N-diethyl-4-(4-methoxyphenyl)benzo[b]thiophene-6-carboxamide (1.12 g), m.p. 88° C., is isolated.

Aufarbeitung

  1. customAfter chromatography of the residue on silica gel using a cyclohexane:ethyl acetate (80:20 by volume) mixture as the eluent and recrystallization in isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-441ad74e90b642f6b54a288578a0df57
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04808599

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