Hydrogen Sulfide → Thionordiazepam

HRID 649261

Reaktionsgleichung

Reaktionsgleichung von HRID 649261
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10](OP(N3CCOCC3)(N3CCOCC3)=O)[CH2:9][N:8]=[C:7]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:6]=2[CH:33]=1.[SH2:34]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[S:34])[CH2:9][N:8]=[C:7]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:6]=2[CH:33]=1

Komponenten

4

Edukt 2

HCID 402Hydrogen SulfideHCID 149078867-chloro-2-di-(morpholino)phosphinyloxy-5-phenyl-3H-1,4-benzodiazepin

Produkt 1

HCID 826706Thionordiazepam

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 245 mg. (0.5 mmole) of 7-chloro-2-di-(morpholino)phosphinyloxy-5-phenyl-3H-1,4-benzodiazepine in 10 ml. of tetrahydrofuran containing 0.5 ml. of triethylimine at room temperature was introduced a stream of hydrogen sulfide gas until tlc indicated that all the starting material was consumed (15 minutes). Tetrahydrofuran was evaporated. The residue was partitioned between methylene chloride and water. The methylene chloride layer was dried and evaporated. Crystallization of the residue from methanol yielded, in two crops, a product having a melting point of 243°-245°.

Aufarbeitung

  1. customwas consumed (15 minutes)
  2. customTetrahydrofuran was evaporated
  3. customThe residue was partitioned between methylene chloride and water
  4. dry with materialThe methylene chloride layer was dried
  5. customevaporated
  6. customCrystallization of the residue from methanol
  7. customyielded, in two crops

Quellen und Nachweise

ORD-Eintrag
ord-3003a7854e9646f68410136383523365
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04739049

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