2-Aminothiazole → N,N-Dicyclopentyl-N'-1,3-thiazol-2-ylurea

HRID 731401

Reaktionsgleichung

Reaktionsgleichung von HRID 731401
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[C:7](N1C=CN=C1)(N1C=CN=C1)=[O:8].CN(C1C=CC=CN=1)C.[CH:28]1([NH:33][CH:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)[CH2:32][CH2:31][CH2:30][CH2:29]1>ClCCl.C(OCC)(=O)C>[CH:34]1([N:33]([CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32]2)[C:7]([NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)=[O:8])[CH2:35][CH2:36][CH2:37][CH2:38]1

Komponenten

7

Edukt 4

HCID 21552-AminothiazoleHCID 218852-DimethylaminopyridineHCID 682631,1'-CarbonyldiimidazoleHCID 247671Dicyclopentylamine

Produkt 1

HCID 57688319N,N-Dicyclopentyl-N'-1,3-thiazol-2-ylurea

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and dimethylaminopyridine (3 mg) and the solution stirred 1 h at room temperature. Dicyclopentylamine (77 mg) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by flash chlomatography (eluant 7 ethyl acetate:3 heptane)

Aufarbeitung

  1. stirringthe reaction stirred overnight at room temperature
  2. washwashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated in vacuo
  5. customthe residue purified by flash chlomatography (eluant 7 ethyl acetate:3 heptane)

Quellen und Nachweise

ORD-Eintrag
ord-a25127cea0ca4f5ab6f9881ba3e33f5d
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582769B2

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