Phosphorus sulfide (P2S5) → 2-(chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)thione

HRID 4805

Reaktionsgleichung

Reaktionsgleichung von HRID 4805
Cl.[Cl:2][CH2:3][CH2:4][CH:5]1[CH2:11][N:10]([CH3:12])[C:9](=O)[C:8]2[CH:14]=[CH:15][CH:16]=[N:17][C:7]=2[O:6]1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:19]>C(Cl)(Cl)Cl>[Cl:2][CH2:3][CH2:4][CH:5]1[CH2:11][N:10]([CH3:12])[C:9](=[S:19])[C:8]2[CH:14]=[CH:15][CH:16]=[N:17][C:7]=2[O:6]1

Komponenten

4

Edukt 2

HCID 14817Phosphorus sulfide (P2S5)HCID 137264372-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)one hydrochloride

Produkt 1

HCID 137264422-(chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 59 g (0.25 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)one hydrochloride in 1500 ml of chloroform was added 41.5 g (0.19 mole) of phosphorus pentasulfide and the mixture was heated to reflux for 18 hr. The mixture was filtered and the filtrate was extracted with dilute sodium hydroxide. The chloroform layer was concentrated and the residue was dissolved in 250 ml of boiling isopropyl alcohol. On cooling, 28 g (44%) of yellow solid precipitated. A portion was recrystallized from isopropyl alcohol, m.p. 134°-136° C.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 18 hr
  3. filtrationThe mixture was filtered
  4. extractionthe filtrate was extracted with dilute sodium hydroxide
  5. concentrationThe chloroform layer was concentrated
  6. dissolutionthe residue was dissolved in 250 ml of boiling isopropyl alcohol
  7. temperatureOn cooling
  8. custom28 g (44%) of yellow solid precipitated
  9. customA portion was recrystallized from isopropyl alcohol, m.p. 134°-136° C.

Quellen und Nachweise

ORD-Eintrag
ord-6e0e6792bd184b57bc64b7b90119b242
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727152

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