Sulfuric acid magnesium salt (1:1) → N'-(propan-2-ylidene)(tert-butoxy)carbohydrazide

HRID 624615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624615
Cl.[CH:2]([NH:5][NH2:6])([CH3:4])[CH3:3].[C:7](NN)([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].S([O-])([O-])(=O)=O.[Mg+2]>CC(C)=O>[CH3:3][C:2](=[N:5][NH:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH3:4]

Komponenten

5

Edukt 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 70091tert-Butyl carbazateHCID 855731-Isopropylhydrazine hydrochloride

Produkt 1

HCID 11435207N'-(propan-2-ylidene)(tert-butoxy)carbohydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Scheme 1 shows the synthesis of intermediate isopropylhydrazine hydrochloride 4 from Boc-hydrazine 1. Condensation of 1 with acetone and magnesium sulfate gave Boc-hydrazone, tert-butyl 2-(propan-2-ylidene)hydrazinecarboxylate 2 (Example 1). Palladium-catalyzed hydrogenation of 2 in acetic acid and methanol gave Boc-isopropyl-hydrazine 3 (Example 2) which was treated in situ with hydrogen chloride gas to give 4 (Example 3).

Quellen und Nachweise

ORD-Eintrag
ord-738cde7903ee4c358b0e9090431a3e9d
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303043B2

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