Methylamine → 2-[(2-bromophenyl)-hydrazono]-N-methyl-2-cyanoacetamide

HRID 2375587Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2375587
C(O[C:4](=[O:17])[C:5](=[N:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[Br:16])[C:6]#[N:7])C.[CH3:18][NH2:19]>O>[Br:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[NH:9][N:8]=[C:5]([C:6]#[N:7])[C:4]([NH:19][CH3:18])=[O:17]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 4084583[(2-Bromophenyl)-hydrazono]-cyanoacetic acid ethyl ester

Produkt 1

HCID 866130992-[(2-bromophenyl)-hydrazono]-N-methyl-2-cyanoacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

[(2-Bromophenyl)-hydrazono]-cyanoacetic acid ethyl ester (15.28 g, 51.60 mmol) was dissolved in 40% methylamine in water (67.5 mL) and stirred at room temperature overnight. The reaction mixture was concentrated to dryness, slurried in diethyl ether, and filtered. After drying under high vacuum at 40° C., the title compound was obtained as a yellow solid (11.16 g, 77%). 1H NMR (300.132 MHz, CDCl3) δ 7.68 (dd, J=8.2, 1.4 Hz, 1H), 7.54 (dd, J=8.1, 1.3 Hz, 1H), 7.35 (t, J=7.9 Hz, 1H), 7.01 (td, J=7.7, 1.5 Hz, 1H), 6.29 (s, 1H), 2.98 (d, J=4.9 Hz, 3H). MS APCI, m/z=281/283 (M+H). HPLC 4.08 min.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness
  2. filtrationfiltered
  3. customAfter drying under high vacuum at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-a82ec8a6d9694b508ca413e223cdc74f
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07465795B2

Notizen zur Reaktion

Wird geladen…