Triethylamine → HCID 178490640, Verbindung

HRID 254632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254632
[C:1]([O:4][C:5]1([CH2:9][N:10]2[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[S:12]/[C:11]/2=[N:19]\[C:20]([C:22]2[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=2[O:29][CH3:30])=S)[CH2:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2].C(N(CC)CC)C.[N:38]#[C:39][NH2:40]>C(#N)C.[Hg](OC(C)=O)OC(C)=O>[C:1]([O:4][C:5]1([CH2:9][N:10]2[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[S:12]/[C:11]/2=[N:19]\[C:20]([C:22]2[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=2[O:29][CH3:30])=[N:40][C:39]#[N:38])[CH2:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 9864CyanamideHCID 178490712HCID 178490712, Verbindung

Produkt 1

HCID 178490640HCID 178490640, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 16683746DiacetyloxymercuryKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The product of Example 27D (1.2 g, 2.6 mmol), triethylamine (1.4 mL, 10 mmol), cyanamide (0.32 g, 7.7 mmol) and Hg(OAc)2 (1.6 g, 5.1 mmol) in acetonitrile (20 mL) were processed as described in Example 16E to provide the title compound (0.93 g, 2.0 mmol, 77% yield). 1H NMR (300 MHz, CDCl3) δ ppm 1.38 (s, 9H), 1.73-1.96 (m, 2H), 1.99 (s, 3H), 2.22-2.46 (m, 4H), 3.91 (s, 3H), 4.76 (s, 2H), 6.63 (s, 1H), 6.94 (d, J=8.8 Hz, 1H), 7.31-7.39 (m, 2H); MS (DCI/NH3) m/z 475 (M+H)+. Anal. calculated for C23H27ClN4O3S: C, 58.16; H, 5.73; N, 11.80. Found: C, 58.16; H, 5.66; N, 11.85.

Quellen und Nachweise

ORD-Eintrag
ord-1dd8536591b74f008aa02586bd1895b6
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875640B2

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