StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

1-Butanol → 1-methyl-8-chloro-6-phenyl-4H-s-triazolo-[4,3-a][1,5]benzodiazepin-5-one

HRID 616590
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 616590
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=S)[CH2:9][C:8](=S)[N:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.[C:21]([NH:24][NH2:25])(=O)[CH3:22].C([OH:30])CCC.CO>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:21]([CH3:22])=[N:24][N:25]=[C:10]3[CH2:9][C:8](=[O:30])[N:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 2631-ButanolHCID 887MethanolHCID 14039AcetohydrazideHCID 203679948-chloro-1-phenyl-1H-1,5-benzodiazepin-2,4-(3H,5H)-dithione

Produkt 1

HCID 122643201-methyl-8-chloro-6-phenyl-4H-s-triazolo-[4,3-a][1,5]benzodiazepin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

A solution of 3 g. (0.01 mole) of 8-chloro-1-phenyl-4-thio-1H-1,5-benzodiazepin-2,4-(3H,5H)-dione and 8-chloro-1-phenyl-1H-1,5-benzodiazepin-2,4-(3H,5H)-dithione and 2 g. (0.024 mole) of acethydrazide in 300 ml. of n-butanol is refluxed for 24 hours. During this period nitrogen is bubbled through the reaction mixture. The solution is evaporated to dryness in vacuo and the residue is treated with cold water which gives 2.7 g. of yellow material. This material was found by thin layer chromatography (SiO2, 10% methanol; 90% chloroform) to be a mixture of three compounds and was chromatographed on 300 g. of silica gel using 3% methanol:97% chloroform as an eluting solvent. Fractions 12-19 (100 ml. each) were combined and concentrated giving 1.2 g. of product. This was recrystallized from absolute ethanol giving 800 mg. of white 8-chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3 -a][1,5]benzodiazepin-5(6H)-one as white crystalline product of melting point 297°-298° C.

Aufarbeitung

  1. customDuring this period nitrogen is bubbled through the reaction mixture
  2. customThe solution is evaporated to dryness in vacuo
  3. additionthe residue is treated with cold water which
  4. customgives 2.7 g
  5. additiona mixture of three compounds
  6. customwas chromatographed on 300 g
  7. concentrationconcentrated
  8. customgiving 1.2 g
  9. customThis was recrystallized from absolute ethanol giving 800 mg

Quellen und Nachweise

ORD-Eintrag
ord-1dad5f0e2e8e46499e327249bd60143f
Quelldatensatz
uspto-grants-1978_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04075202

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion