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Acetic Acid → 6,7-diamino-2-(4-tert-butylphenyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1906530
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1906530
[NH2:1][C:2]1[N:3]=[C:4]2[S:14][C:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=3)=[N:12][N:5]2[C:6](=[O:11])[C:7]=1[N+:8]([O-])=O.C(O)(=O)C>CN(C)C=O.[C].[Pd]>[NH2:8][C:7]1[C:6](=[O:11])[N:5]2[N:12]=[C:13]([C:15]3[CH:16]=[CH:17][C:18]([C:21]([CH3:23])([CH3:22])[CH3:24])=[CH:19][CH:20]=3)[S:14][C:4]2=[N:3][C:2]=1[NH2:1]
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Komponenten

5

Edukt 2

HCID 176Acetic AcidHCID 135918357-amino-2-(4-tert-butylphenyl)-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Produkt 1

HCID 135918366,7-diamino-2-(4-tert-butylphenyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-oneAusbeute 79,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysator
HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

2.75 g of 7-amino-2-(4-tert-butylphenyl)-6-nitro-5H-[1,3,4] thiadiazolo[3,2-a]pyrimidin-5-one was dissolved in 200 ml of warmed dimethylformamide, and 20 ml of acetic acid and 2.0 g of 5% palladium-carbon were added to the solution. Catalytic reduction was carried out at a temperature of 40° to 60° C. After the calculated amount of hydrogen was absorbed, the catalyst was removed by filtration while hot, and the filtrate was concentrated under reduced pressure. The precipitate formed was separated by filtration to obtain 2.0 g of 6,7-diamino-2-(4-tert-butylphenyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one as yellow needles.

Aufarbeitung

  1. customwas carried out at a temperature of 40° to 60° C
  2. customAfter the calculated amount of hydrogen was absorbed
  3. customthe catalyst was removed by filtration while hot, and the filtrate
  4. concentrationwas concentrated under reduced pressure
  5. customThe precipitate formed
  6. customwas separated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-141518d4447f4496bf76b1a93cd84951
Quelldatensatz
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04652646

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