Phosphorus oxychloride → 956003-78-4

HRID 272773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 272773
[Cl:1][C:2]1[C:3]([CH2:8][NH:9][CH:10]=O)=[N:4][CH:5]=[CH:6][CH:7]=1.O=P(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:3]2[N:4]([CH:10]=[N:9][CH:8]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 86616057N-(3-Chloro-pyridin-2-ylmethyl)-formamide

Produkt 1

HCID 69218650956003-78-4Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of Example 797A (0.09 g, 0.53 mmol) and POCl3 (0.244 g, 1.6 mmol) in toluene (5 mL) was heated under reflux for 3 hours. After reaction mixture cooled to room temperature, it was poured onto water and separated. The organic layer was dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography eluting with 100% EtOAc to give 0.072 g of the title compound (90%). MS (APCI) m/e 153 (M+H)+, 1H NMR (500 MHz, DMSO-d6): □ 8.51 (s, 1H), 8.36 (d, J=7.06 Hz, 1H), 7.45 (s, 1H), 6.97 (d, J=7.06 Hz, 1H), 6.67 (m, 1H).

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. customAfter reaction mixture
  3. additionit was poured onto water
  4. customseparated
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography
  8. washeluting with 100% EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-ec1a863d2a9148b283199e35f5cc2ecb
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456169B2

Notizen zur Reaktion

Wird geladen…