Hydrazine hydrate (1:1) → 5-Bromopyrimidine-2-carbohydrazide

HRID 576703

Reaktionsgleichung

Reaktionsgleichung von HRID 576703
[Br:1][C:2]1[CH:3]=[N:4][C:5]([C:8]([O:10]C)=O)=[N:6][CH:7]=1.O.[NH2:13][NH2:14]>CCO>[Br:1][C:2]1[CH:7]=[N:6][C:5]([C:8]([NH:13][NH2:14])=[O:10])=[N:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 45790831Methyl 5-bromopyrimidine-2-carboxylate

Produkt 1

HCID 139542395-Bromopyrimidine-2-carbohydrazideAusbeute 72,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a slurry of methyl 5-bromopyrimidine-2-carboxylate (1.0 g, 4.6 mmol) in EtOH (3.6 mL) was added hydrazine monohydrate (0.46 mL, 9.2 mmol). The reaction mixture was stirred at rt for 1 h. The mixture was filtered, and the collected solid was washed with additional EtOH to provide the desired product as a beige solid (720 mg, 72%). MS (ESI): mass calcd. for C5H5N4O, 216.0; m/z found, 217.0 [M+H]+. 1H NMR (500 MHz, DMSO-d6) δ 10.15 (s, 1H), 9.18-9.08 (s, 2H), 4.67 (s, 2H).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe collected solid was washed with additional EtOH

Quellen und Nachweise

ORD-Eintrag
ord-9c486243ddc64470ade7438153208e8c
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040534B2

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