9-(Chloromethyl)anthracene → 2-[(Anthracen-9-yl)methylthio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride

HRID 18783

Reaktionsgleichung

Reaktionsgleichung von HRID 18783
[C:1]1([C@H:7]2[C@@H:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:10][C:9](=[S:18])[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:19][CH2:20][C:21]1[C:22]2[C:27]([CH:28]=[C:29]3[C:34]=1[CH:33]=[CH:32][CH:31]=[CH:30]3)=[CH:26][CH:25]=[CH:24][CH:23]=2>CCO>[ClH:19].[CH:23]1[C:22]2[C:27](=[CH:28][C:29]3[C:34]([C:21]=2[CH2:20][S:18][C:9]2[NH:8][C@H:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C@H:11]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:10]=2)=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:26]=[CH:25][CH:24]=1

Komponenten

4

Versuchsvorschrift

A mixture of intermediate 25 (200 mg, 0.786 mmol) and 9-chloromethylanthracene (256 mg, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 179 mg of the product 232. 1H NMR (DMSO-d6) δ 11.35 (s, 2 H), 8.80 (s, 1 H), 8.64 (d, 2 H), 7.85-7.50 (m, 4 H), 7.38 (d, 1 H), 7.30-6.80 (m, 10 H), 6.80-6.65 (m, 4 H), 5.92 (s, 4 H); MS: m/z 445 (M++1).

Aufarbeitung

  1. customevaporated to dryness
  2. filtrationThe insoluble material is filtered

Quellen und Nachweise

ORD-Eintrag
ord-88ac865674fd4376baf499b45cbfd8ae
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741493B2

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