Sodium ethoxide → ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate

HRID 931148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931148
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]#[N:11])[CH2:9][CH2:8]2)[CH:6]=1.[O-:12][CH2:13][CH3:14].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10](=[NH:11])[O:12][CH2:13][CH3:14])[CH2:8][CH2:9]2)[CH:6]=1

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 898536581-(4-Chloropyrazol-1-yl)cyclopropane-1-carbonitrile

Produkt 1

HCID 117966385ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbonitrile (17.3 g, 103 mmol) in ethanol (50 mL) was added sodium ethoxide (prepared from 3.2 g, 139 mmol of sodium metal dissolved in 150 mL of ethanol). The reaction mixture was stirred at 70° C. for 2 h to afford ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate which was used for the next step without further purification. An aliquot of the solution was concentrated for analysis: 1H NMR (400 MHz, CDCl3): δ 1.25 (t, 3H), 1.46 (q, 2H), 1.73 (q, 2H), 4.15 (q, 2H), 7.51 (s, 1H), 7.52 (s, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-791bc05e48f644d49b4874cd539ae6aa
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

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