Ethyl orthoformate → HCID 178482140, Verbindung

HRID 622711

Reaktionsgleichung

Reaktionsgleichung von HRID 622711
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([C:10]2[CH:11]=[C:12]([NH2:16])[CH:13]=[CH:14][CH:15]=2)[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH2:17](OC(OCC)OCC)C>FC(F)(F)C(O)=O>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([C:10]2[CH:11]=[C:12]([NH:16][CH3:17])[CH:13]=[CH:14][CH:15]=2)[N:9]=1)[C:2]([NH2:4])=[NH:3]

Komponenten

4

Edukt 2

HCID 31214Ethyl orthoformateHCID 1785126111-(4-(3-Aminophenyl)thiazol-2-yl)guanidine

Produkt 1

HCID 178482140HCID 178482140, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidKatalysator

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 9.3 g (0.04 mole) of 3-(2-guanidino-4-thiazolyl)benzeneamine, 20 ml of triethylorthoformate, and 2 drops of trifluoroacetic acid is stirred at reflux for 5 hours after which it is concentrated in vacuo. The residue is dissolved in 20 ml of ethanol, the solution cooled to 0° C. and then treated with excess sodium borohydride. The mixture is allowed to warm to room temperature, then stirred at reflux for 4 hours. Upon concentration in vacuo the residue is partitioned between water and dichloromethane.

Aufarbeitung

  1. temperatureat reflux for 5 hours after which it
  2. concentrationis concentrated in vacuo
  3. dissolutionThe residue is dissolved in 20 ml of ethanol
  4. additiontreated with excess sodium borohydride
  5. temperatureto warm to room temperature
  6. stirringstirred
  7. temperatureat reflux for 4 hours
  8. concentrationUpon concentration in vacuo the residue
  9. customis partitioned between water and dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-bf26f55371854a828c4f5bb935c679d5
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04772622

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