Ethanol → HCID 67346936, Verbindung

HRID 1842596

Reaktionsgleichung

Reaktionsgleichung von HRID 1842596
N#N.[NH2:3][C:4]1[C:8]([Br:9])=[CH:7][NH:6][N:5]=1.CN(/[CH:13]=[C:14](\[Cl:19])/[CH:15]=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(O)C>C(O)(=O)C>[Br:9][C:8]1[CH:7]=[N:6][N:5]2[CH:15]=[C:14]([Cl:19])[CH:13]=[N:3][C:4]=12

Komponenten

6

Edukt 4

HCID 702EthanolHCID 947NitrogenHCID 105908072-Chloro-1,3-bis(dimethylamino)trimethinium hexafluorophosphateHCID 178509245HCID 178509245, Verbindung

Produkt 1

HCID 67346936HCID 67346936, VerbindungAusbeute 80,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A 5 L 4-neck round bottom flask equipped with mechanical stirrer, thermocouple, condenser and N2 bubbler was charged with 3-amino-4-bromopyrazole (40.0 g, 240 mmol), 2-Chloro-1,3-bis(dimethylamino)trimethinium hexafluorophosphate (77.0 g, 252 mmol) in acetic acid (390 ml)/ethanol (580 ml). The reaction mixture was heated to 70° C. for 8 hrs. Cool to 0° C. Filter off solids. Wash solids with 500 ml water then 500 ml MeOH and dried under high vac to afford the title compound (45.1 g, 194 mmol). LRMS (APCI) calc'd for (C6H3BrClN3) [M+H]+, 231.9; found 231.9. 1H NMR (CDCl3, 500 MHz) δ 8.74 (s, 1H), 8.52 (s, 1H), 8.14 (s, 1H).

Aufarbeitung

  1. customA 5 L 4-neck round bottom flask equipped with mechanical stirrer
  2. temperatureCool to 0° C
  3. filtrationFilter off solids
  4. washWash solids with 500 ml water
  5. dry with material500 ml MeOH and dried under high vac

Quellen und Nachweise

ORD-Eintrag
ord-d2d13dc2b371450b93e0b6e18f022f55
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946237B2

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