4-(4-Methylphenyl)-1,3-thiazol-2(3H)-imine → 4-(3,4-dihydroquinolin-1(2H)-ylsulfonyl)-N-(4-p-tolylthiazol-2-yl)benzamide

HRID 1397898Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1397898
[N:1]1([S:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[CH:16][CH:15]=2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[C:23]1([CH3:35])[CH:28]=[CH:27][C:26]([C:29]2[N:30]=[C:31]([NH2:34])[S:32][CH:33]=2)=[CH:25][CH:24]=1>>[N:1]1([S:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([NH:34][C:31]3[S:32][CH:33]=[C:29]([C:26]4[CH:27]=[CH:28][C:23]([CH3:35])=[CH:24][CH:25]=4)[N:30]=3)=[O:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])[C:2]2[C:9](=[CH:10][CH:5]=[CH:4][CH:3]=2)[CH2:8][CH2:7][CH2:6]1

Komponenten

3

Edukt 2

HCID 2440664-(4-Methylphenyl)-1,3-thiazol-2(3H)-imineHCID 23189394-(1,2,3,4-Tetrahydroquinoline-1-sulfonyl)benzoic acid

Produkt 1

HCID 469126804-(3,4-dihydroquinolin-1(2H)-ylsulfonyl)-N-(4-p-tolylthiazol-2-yl)benzamide

Versuchsvorschrift

4-(3,4-dihydroquinolin-1(2H)-ylsulfonyl)benzoic acid (1) (100 mg, 0.32 mmol) was treated with 4-p-tolylthiazol-2-amine (50 mg, 0.26 mmol) using method B. The residue was purified using flash chromatography eluting with 0-30% EtOAc in hexanes to give 4-(3,4-dihydroquinolin-1(2H)-ylsulfonyl)-N-(4-p-tolylthiazol-2-yl)benzamide as a yellow solid. Yield: 18 mg (14%). 1H-NMR: 8.21 (d, J=8.5 Hz, 2H), 7.83 (d, J=8.0 Hz, 2H), 7.75 (d, J=8.5 Hz, 2H), 7.65 (s, 1H), 7.61 (d, J=8.0 Hz, 1H), 7.27-7.19 (m, 3H), 7.14-7.08 (m, 2H), 3.84-3.80 (m, 2H), 2.45 (t, J=7.0 Hz, 2H), 1.66-1.59 (m, 2H).

Aufarbeitung

  1. customThe residue was purified
  2. washeluting with 0-30% EtOAc in hexanes

Quellen und Nachweise

ORD-Eintrag
ord-703635f104564a5ebfd845d4dff3e2fa
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901306B2

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