Thiourea → HCID 58442446, Verbindung

HRID 1480657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1480657
Br.Br[CH2:3][C:4]([C:6]1[C:7]([CH3:14])=[N:8][C:9]([CH3:13])=[CH:10][C:11]=1[CH3:12])=O.[NH2:15][C:16]([NH2:18])=[S:17]>CCO>[CH3:14][C:7]1[C:6]([C:4]2[N:15]=[C:16]([NH2:18])[S:17][CH:3]=2)=[C:11]([CH3:12])[CH:10]=[C:9]([CH3:13])[N:8]=1

Komponenten

4

Edukt 2

HCID 2723790ThioureaHCID 86657727HCID 86657727, Verbindung

Produkt 1

HCID 58442446HCID 58442446, VerbindungAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-1-(2,4,6-trimethylpyridin-3-yl)ethanone hydrobromide (9.00 g, 27.9 mmol) and thiourea (2.12 g, 27.9 mmol) in 95% EtOH (39.8 mL) was heated at reflux for 120 min. The solution was concentrated and added with water (50 mL) and saturated aqueous Na2CO3 (5.0 mL). The resultant precipitate was filtered and recrystallized in toluene. The solids were filtered and dried under vacuum to give 4-(2,4,6-trimethylpyridin-3-yl)thiazol-2-amine (3.80 g) as yellow solids in 62% yield: 1H NMR (500 MHz, CDCl3) δ 6.87 (s, 1H), 6.31 (s, 1H), 5.07 (bs, 2H), 2.49 (s, 3H), 2.38 (s, 3H), 2.14 (s, 3H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 120 min
  3. concentrationThe solution was concentrated
  4. additionadded with water (50 mL) and saturated aqueous Na2CO3 (5.0 mL)
  5. filtrationThe resultant precipitate was filtered
  6. customrecrystallized in toluene
  7. filtrationThe solids were filtered
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ed851f58e431441e99ffaef8a3e9cdb0
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409902B2

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