Sodium Hydroxide → HCID 178440045, Verbindung

HRID 21839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21839
[C:1]1([C:7](=[C:9]2[N:13]=[C:12]([CH2:14][CH2:15][CH3:16])[N:11]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[C:30]4[N:34](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:33]=[N:32][N:31]=4)=[CH:20][CH:19]=3)[C:10]2=[O:54])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>O1CCCC1.Cl>[C:1]1([C:7](=[C:9]2[N:13]=[C:12]([CH2:14][CH2:15][CH3:16])[N:11]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[C:30]4[NH:34][N:33]=[N:32][N:31]=4)=[CH:20][CH:19]=3)[C:10]2=[O:54])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 678057693,5-dihydro-5-(1-phenylethylidene)-2-propyl-3-[(2'-(triphenylmethyltetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl]-4H-imidazol-4-one

Produkt 1

HCID 178440045HCID 178440045, VerbindungAusbeute 71,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3,5-dihydro-5-(1-phenylethylidene)-2-propyl-3-[(2'-(triphenylmethyltetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl]-4H-imidazol-4-one (0.17 g) in tetrahydrofuran (20 mL) and 10% hydrochloric acid (5 mL) was allowed to stir at room temperature for 3.5 hr. The reaction mixture was treated with 50% sodium hydroxide to pH 8, concentrated and cooled in ice bath. The precipitate was filtered and the aqueous solution was adjusted to pH 4-5 using concentrated hydrochloric acid to give white solid which was washed with cold water and dried to give yellow solid (80 mg) as a mixture of the Z and E isomers (8:2). M.S. m/e 463 (M+ +H) NMR (CDCl3 /TMS) δ0.98 (t, 3H, CH3), 1.67 (m, 2H, CH2), 2.39 (t, 2H, CH2), 2.76 (s, 3H, CH3), 4.80 (s, 2H, CH2), 7.04-7.20 (m, 4H, Harom), 7.42-7.61 (m, 2H, Harom), 7.63 (d, 2H, Harom), 7.99 (d, 1H, Harom).

Aufarbeitung

  1. concentrationconcentrated
  2. temperaturecooled in ice bath
  3. filtrationThe precipitate was filtered
  4. customto give white solid which
  5. washwas washed with cold water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2838af388d24488192a46a8cb6636236
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424450

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