1-Naphthalenethiol → HCID 24879395, Verbindung

HRID 16310

Reaktionsgleichung

Reaktionsgleichung von HRID 16310
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]2[CH:19]=[N:18][CH:17]=[C:16](Cl)[N:15]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH:21]1[CH:26]=[C:25]2[CH:27]=[CH:28][CH:29]=[C:30]([SH:31])[C:24]2=[CH:23][CH:22]=1>>[C:30]1([S:31][C:16]2[N:15]=[C:14]([NH:13][C:5]3[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=3)[CH:19]=[N:18][CH:17]=2)[C:24]2[C:25](=[CH:26][CH:21]=[CH:22][CH:23]=2)[CH:27]=[CH:28][CH:29]=1

Komponenten

3

Edukt 2

HCID 682591-NaphthalenethiolHCID 116090492-(3,4,5-Trimethoxyphenylamino)-6-chloropyrazine

Produkt 1

HCID 24879395HCID 24879395, VerbindungAusbeute 32 %

Versuchsvorschrift

Using Method X with 150 mg of 2-(3,4,5-trimethoxyphenylamino)-6-chloropyrazine and 1-thionaphthol, the title compound was obtained (68 mg). Yield: 32%. 1H NMR (250 MHz, DMSO-d6) δ 3.60 (s, 3H), 3.61 (s, 6H), 6.94 (s, 2H), 7.25 (s, 1H), 7.57-7.63 (m, 3H), 7.91 (s, 1H), 7.95 (dd, 1H, J1=1.2 Hz, J2=7.1 Hz), 8.03-8.07 (m, 1H), 8.11 (d, 1H, J=8.3 Hz), 8.26-8.30 (m, 1H), 9.54 (s, 1H). 13C NMR (62.9 MHz, DMSO-d6) δ 55.55, 60.09, 96.41, 124.82, 126.23, 126.58, 126.74, 127.65, 128.90, 129.90, 130.63, 131.09, 132.52, 133.33, 133.97, 134.60, 136.13, 151.27, 152.55, 152.74. m/z 420.1 [(M+H)+ calcd for C23H21N3O3S 419.1].

Quellen und Nachweise

ORD-Eintrag
ord-a664200c24e241188baf611b44a61309
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737152B2

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