Thiourea → HCID 86665174, Verbindung

HRID 1893721Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1893721
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](=O)[CH2:14]Br)[CH:10]=[N:9]2)=[CH:5][CH:4]=1.[NH2:19][C:20]([NH2:22])=[S:21]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[N:19]=[C:20]([NH2:22])[S:21][CH:14]=3)[CH:10]=[N:9]2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 2723790ThioureaHCID 866423312-Bromo-1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)ethanone

Produkt 1

HCID 86665174HCID 86665174, VerbindungAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

According to Scheme 6, Step 1: A solution of 1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-2-bromoethanone (9.70 mmol, 3.00 g) and of thiourea (9.70 mmol, 739 mg) in acetone (20 mL) was stirred under reflux for 1 hour. After filtration and evaporation of the filtrate, the white solid was partitioned between EtOAc and a saturated solution of Na2CO3. The aqueous phase was extracted with EtOAc. The organic phase was dried over Na2SO4, was filtered and was concentrated to yield 4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)thiazol-2-amine (8.14 mmol, 2.33 g) as an orange foam.

Aufarbeitung

  1. temperatureunder reflux for 1 hour
  2. filtrationAfter filtration and evaporation of the filtrate
  3. customthe white solid was partitioned between EtOAc
  4. extractionThe aqueous phase was extracted with EtOAc
  5. dry with materialThe organic phase was dried over Na2SO4
  6. filtrationwas filtered
  7. concentrationwas concentrated

Quellen und Nachweise

ORD-Eintrag
ord-72713a5767034d60b0ee9f0e8901310c
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513252B2

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