Pyridine → 7-nitro-2,3-dihydro-5-(o-chlorophenyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid propyl ester

HRID 1580612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1580612
[CH2:1]([O:4][C:5](=[O:29])[CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([N+:18]([O-:20])=[O:19])=[CH:17][C:12]=2[C:11]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[Cl:27])=[N:10][CH2:9][C:8]1=O)[CH2:2][CH3:3].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:31].N1C=CC=CC=1>C(Cl)Cl.O>[CH2:1]([O:4][C:5](=[O:29])[CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][C:16]([N+:18]([O-:20])=[O:19])=[CH:17][C:12]=2[C:11]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[Cl:27])=[N:10][CH2:9][C:8]1=[S:31])[CH2:2][CH3:3]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 14817Phosphorus sulfide (P2S5)HCID 539263657-nitro-2,3-dihydro-2-oxo-5-(o-chlorophenyl)-1H-1,4-benzodiazepin-1-acetic acid propyl ester

Produkt 1

HCID 537876067-nitro-2,3-dihydro-5-(o-chlorophenyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid propyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21908982Water methylene chlorideLösungsmittel

Versuchsvorschrift

A mixture of 0.01 mole of 7-nitro-2,3-dihydro-5-(o-chlorophenyl)-2-oxo-1H-1,4-benzodiazepin-1-acetic acid propyl ester, 0.0105 mole of phosphorus pentasulfide and 100 ml. of pyridine is heated under reflux for about 24 hours. The mixture is evaporated and the residue thus obtained is dissolved in methylene chloride-water. The organic layer is separated, washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate and evaporated to remove the solvent. The residue thus obtained is chromatographed on silica gel and eluted to give 7-nitro-2,3-dihydro-5-(o-chlorophenyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid propyl ester.

Aufarbeitung

  1. temperatureunder reflux for about 24 hours
  2. customThe mixture is evaporated
  3. customthe residue thus obtained
  4. customThe organic layer is separated
  5. washwashed with saturated sodium bicarbonate solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. customto remove the solvent
  9. customThe residue thus obtained
  10. customis chromatographed on silica gel
  11. washeluted

Quellen und Nachweise

ORD-Eintrag
ord-cfb64eadc0fb4441bfa2311920b5ee9b
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03933816

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