2-Bromo-4'-methylacetophenone → 4-(4-Methylphenyl)-1,3-thiazol-2(3H)-imine

HRID 1465594Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1465594
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][CH:6]=1)=O.[NH2:12][C:13]([NH2:15])=[S:14]>CCO>[C:8]1([CH3:11])[CH:9]=[CH:10][C:5]([C:3]2[N:12]=[C:13]([NH2:15])[S:14][CH:2]=2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 692722-Bromo-4'-methylacetophenoneHCID 2723790Thiourea

Produkt 1

HCID 2440664-(4-Methylphenyl)-1,3-thiazol-2(3H)-imineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-1-(p-tolyl)ethanone. (5.00 g, 23.5 mmol) and thiourea (1.97 g, 25.9 mmol) in 95% EtOH (33.5 mL) was heated at reflux for 60 min. The solution was concentrated and added with water (50 mL) and saturated aqueous Na2CO3 (1.05 mL). The resultant precipitate was filtered and washed with hot water. The solids were filtered and dried under vacuum to give 4-(p-tolyl)thiazol-2-amine (4.40 g) as white solids in 99% yield: 1H NMR (500 MHz, CDCl3) δ 7.66 (d, J=8.0 Hz, 2 H), 7.18 (d, J=7.5 Hz, 2 H), 6.66 (s, 1 H), 5.25 (s, 2 H), 2.36 (s, 6 H).

Aufarbeitung

  1. temperatureat reflux for 60 min
  2. concentrationThe solution was concentrated
  3. additionadded with water (50 mL) and saturated aqueous Na2CO3 (1.05 mL)
  4. filtrationThe resultant precipitate was filtered
  5. washwashed with hot water
  6. filtrationThe solids were filtered
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-344ba44c8cc04b718551440874ab0338
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US08999983B2

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