1-(6-Phenylacetylenyl-2-benzothiazolyl)-3-ethylurea → 1-(6-(2-Phenylethyl)-2-benzothiazolyl)-3-ethylurea

HRID 9132

Reaktionsgleichung

Reaktionsgleichung von HRID 9132
[C:1]1([C:7]#[C:8][C:9]2[CH:23]=[CH:22][C:12]3[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=3[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(O)C>[C:1]1([CH2:7][CH2:8][C:9]2[CH:23]=[CH:22][C:12]3[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=3[CH:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 1

HCID 219855451-(6-Phenylacetylenyl-2-benzothiazolyl)-3-ethylurea

Produkt 1

HCID 219855531-(6-(2-Phenylethyl)-2-benzothiazolyl)-3-ethylureaAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of 1-(6-phenylacetylenyl-2-benzothiazolyl)-3-ethylurea (0.048 g, 0.15 mmol) and 10% palladium on carbon (0.016 g, 10% weight purity, 0.015 mmol, 0.10 eq) in 2 mL ethanol was purged with nitrogen gas, followed by bubbling of hydrogen gas. It was stirred under hydrogen atmosphere for about 16 hours. The mixture was taken up in 8 mL MeOH, filtered, concentrated, and dried under vacuum to give 0.037 g (76%) of the desired compound. LC/MS 326.3 (M+1); LC retention time 2.84 min.

Aufarbeitung

  1. customwas purged with nitrogen gas
  2. customby bubbling of hydrogen gas
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-95e95ae24cd64ca5ba5ab0c7319f2bfb
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091227B2

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