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

HRID 2053576

Reaktionsgleichung

Reaktionsgleichung von HRID 2053576
[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, 2H), 8.80 (s, 1H), 8.64 (d, 2H), 7.85-7.50 (m, 4H), 7.38 (d, 1H), 7.30-6.80 (m, 10H), 6.80-6.65 (m, 4H), 5.92 (s, 4H); MS: m/z 445 (M++1).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-4f77d943924440af8f45a85dbd83d416
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326792B2

Verknüpfte Notizen

Wird geladen…