Methanol → 1-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylurea

HRID 9138

Reaktionsgleichung

Reaktionsgleichung von HRID 9138
[C:1]([CH2:3][C:4]([C:6]1[CH:20]=[CH:19][C:9]2[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=2[CH:7]=1)=[O:5])#[N:2].CO>[Pt](=O)=O.C(Cl)(Cl)Cl>[NH2:2][CH2:1][CH2:3][C:4]([C:6]1[CH:20]=[CH:19][C:9]2[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=2[CH:7]=1)=[O:5]

Komponenten

5

Edukt 2

HCID 887MethanolHCID 219855541-(6-(2-Cyanoacetyl)-2-benzothiazolyl)-3-ethylurea

Produkt 1

HCID 219855561-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylureaAusbeute 121,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A suspension of 1-(6-(2-cyanoacetyl)-2-benzothiazolyl)-3-ethylurea (0.56 g, 1.94 mmol) and platinum (IV) oxide (0.176 g, 0.78 mmol, 0.40 eq) in 50 mL of 2/3 mixture of MeOH and chloroform was purged and bubbled with hydrogen gas. It was stirred under hydrogen gas for about 2 days. The mixture was filtered and concentrated to give 0.689 g (quantitative yield) desired compound. LC/MS 292.9 (M+1); LC retention time 1.80 min. HPLC purification gave corresponding acetic acid salt. LC/MS 292.9 (M+1); LC retention time 1.80 min. In a similar reaction, compound as an acetate salt form was obtained after HPLC purification.

Aufarbeitung

  1. customwas purged
  2. custombubbled with hydrogen gas
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ec7552d657b74d9cb90ee4e75ae57522
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091227B2

Verknüpfte Notizen

Wird geladen…