Triphosgene → HCID 68536689, Verbindung

HRID 1931402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1931402
[C:1]1([NH:7][NH:8][C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:17](Cl)([O:19]C(=O)OC(Cl)(Cl)Cl)Cl.C(=O)([O-])O.[Na+]>C1COCC1>[O:19]=[C:17]1[O:10][C:9]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[N:8][N:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 94429TriphosgeneHCID 232130Butanedioic acid, 1-(2-phenylhydrazide)HCID 516892Sodium Bicarbonate

Produkt 1

HCID 68536689HCID 68536689, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

500 mg (2.4 mmol) of 3-(N′-phenyl-hydrazinocarbonyl)-propionic acid were dissolved in 10 ml of THF and 213 mg (0.7 mmol) of triphosgene were added. The reaction mixture was stirred at room temperature overnight. Then a saturated sodium hydrogencarbonate solution was added, and the mixture was evaporated to dryness under reduced pressure. The residue was purified by preparative RP HPLC eluting with a gradient of 0 to 100% acetonitrile in water (+0.01% TFA). After lyophilization, the product was obtained as a solid. Yield: 315 mg.

Aufarbeitung

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. customThe residue was purified by preparative RP HPLC
  3. washeluting with a gradient of 0 to 100% acetonitrile in water (+0.01% TFA)
  4. customAfter lyophilization, the product was obtained as a solid

Quellen und Nachweise

ORD-Eintrag
ord-d8973c3e35a342b9b8903806fbd58906
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188291B2

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