Acetonitrile → HCID 136388339, Verbindung

HRID 1861943Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1861943
[C:1]([O:5][C:6](=[O:18])[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=1[O:16][CH3:17])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.CS[C:28](=[NH:33])[NH:29][N+:30]([O-:32])=[O:31].C(#N)C>CO>[C:1]([O:5][C:6](=[O:18])[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([NH:15][C:28]([NH2:33])=[N:29][N+:30]([O-:32])=[O:31])[CH:12]=[CH:11][C:10]=1[O:16][CH3:17])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 22981333Tert-butyl 5-amino-2-methoxybenzylcarbamateHCID 135927615N-Nitro-S-methylisothiourea

Produkt 1

HCID 136388339HCID 136388339, VerbindungAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of the compound (130 mg) obtained in Example 119, triethylamine (0.09 ml), S-methyl-N-nitroisothiourea (84 mg), acetonitrile (3 ml) and methanol (1 ml) was heated under reflux for 20 h. The reaction mixture was distilled under reduced pressure and the residue was purified by silica gel column chromatography (eluent, chloroform:ethyl acetate=1:1) to give 57.2 mg of the titled compound (yield, 33%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 20 h
  3. distillationThe reaction mixture was distilled under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (eluent, chloroform:ethyl acetate=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-328f610d947645a4a0b69322f0c8c1e6
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06534546B1

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