4-(Bromoacetyl)benzonitrile → 4-{2-[(2-Hydroxy-1,1-dimethylethyl)amino]-1,3-thiazol-4-yl}benzonitrile

HRID 1993745Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1993745
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=O.[OH:13][CH2:14][C:15]([NH:18][C:19]([NH2:21])=[S:20])([CH3:17])[CH3:16]>C(O)C>[OH:13][CH2:14][C:15]([NH:18][C:19]1[S:20][CH:2]=[C:3]([C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=2)[N:21]=1)([CH3:17])[CH3:16]

Komponenten

4

Edukt 2

HCID 986544-(Bromoacetyl)benzonitrileHCID 22768414N-(1-Hydroxy-2-methylpropan-2-yl)thiourea

Produkt 1

HCID 866185984-{2-[(2-Hydroxy-1,1-dimethylethyl)amino]-1,3-thiazol-4-yl}benzonitrileAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

This compound was prepared in the same manner as described in step 3 of Example 6. 4-(2-bromoacetyl)benzonitrile (1.7 g, 7.4 mmol) and N-(2-hydroxy-1,1-dimethylethyl)thiourea (1.1 g, 7.4 mmol), prepared in step 2 of Example 3, were heated to reflux in 45 mL of ethanol for 30 min. The reaction mixture was cooled to room temperature and the crude product was collected by suction filtration to give 4-{2-[(2-hydroxy-1,1-dimethylethyl)amino]-1,3-thiazol-4-yl}benzonitrile (2.0 g, 100%), MS (ES) m/z 274 [M+H]+. No further purification was performed on this compound.

Aufarbeitung

  1. customThis compound was prepared in the same manner
  2. temperaturewere heated
  3. filtrationthe crude product was collected by suction filtration

Quellen und Nachweise

ORD-Eintrag
ord-08fdf228e0854dab82b05a3d62b1891a
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652018B2

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