Ethanol → N,N'-Dicyclohexylurea

HRID 358109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 358109
C(CC(OC1C=[C:10]([C:14]2[N:15]=[C:16]3[N:20]([CH:21]=2)[C:19]2[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=2S3)[CH:11]=[CH:12][CH:13]=1)=O)(O)=O.C([OH:28])C.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[CH:19]1([NH:20][C:16]([NH:15][CH:14]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:21]2)=[O:28])[CH2:18][CH2:25][CH2:24][CH2:23][CH2:22]1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 10868DicyclohexylcarbodiimideHCID 137307YM 13650

Produkt 1

HCID 4277N,N'-Dicyclohexylurea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a mixture of 4 g of 2-(m-carboxyacetoxyphenyl)imidazo[2,1-b]benzothiazole, 0.52 g of ethanol, and 50 ml of tetrahydrofuran was added a mixture of 2.3 g of dicyclohexylcarbodiimide and 10 ml of tetrahydrofuran at a temperature below 10° C. Thereafter, the mixture was stirred overnight at room temperature. Dicyclohexyl urea thus formed was filtered off and the filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography (80 ml of silica gel, eluate: a mixture of toluene and ethyl acetate (9:1)) to provide 2.0 g of oily 2-(m-ethoxycarbonylacetoxyphenyl)imidazo[2,1-b]benzothiazole.

Aufarbeitung

  1. additionwas added

Quellen und Nachweise

ORD-Eintrag
ord-d527bffdb09447ec874148bbd199ad2e
Quelldatensatz
uspto-grants-1984_08
Patentnummer
US04464384

Notizen zur Reaktion

Wird geladen…