Thiourea → 5-(t-Butyl)-2-oxazolylmethyl Thiouronium Hydrochloride

HRID 989424Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 989424
[C:1]([C:5]1[O:9][C:8]([CH2:10][Cl:11])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[ClH:11].[C:1]([C:5]1[O:9][C:8]([CH2:10][S:14][C:13]([NH2:15])=[NH2+:12])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 2723790ThioureaHCID 129689745-tert-Butyl-2-(chloromethyl)-1,3-oxazole

Produkt 1

HCID 224810765-(t-Butyl)-2-oxazolylmethyl Thiouronium HydrochlorideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The title compound of Example 6 (1.77 g, 10.2 mmol, 1.02 eq) was combined with thiourea (0.76 g, 9.98 mmol, 1 eq) under N2 in 10 mL of absolute ethanol. The reaction was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and concentrated in vacuo. Trituration of the resulting crude material with t-butyl methyl ether provided 2.32 g (93%) of the title compound. HPLC R.T.=2.05 min (Phenomenex Inc., 5 μm C18 column 4.6×50 mm, 10-90% aqueous methanol over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm); 1H NMR (d6-DMSO): δ9.48 (s, 3H), 6.85 (s, 1H), 4.73 (s, 2H), 1.24 (s, 9H).

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 1.5 hours
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3dccc6a0b4004e3b9b311d929e82d65d
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06639074B2

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