Ammonia → HCID 70314200, Verbindung

HRID 1713934

Reaktionsgleichung

Reaktionsgleichung von HRID 1713934
Cl[C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[NH3:17]>CS(C)=O>[NH2:17][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 28818827methyl (2E)-3-(4-chloro-3-nitrophenyl)prop-2-enoate

Produkt 1

HCID 70314200HCID 70314200, VerbindungAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of methyl (2E)-3-(4-chloro-3-nitrophenyl)acrylate (from Step 1, 1 eq) in DMSO (0.4 M) at 140° C., ammonia gas was bubbled through for 6 h. The reaction mixture was cooled to RT, degassed with nitrogen, and poured into ice cold water. The precipitate formed was filtered washed with cold water and dried under vacuo to afford the title compound (89%) as a solid. 1H-NMR (400 MHz; DMSO-d6, 300 K) δ 3.70, (s, 3H), 6.46 (d, J 16, 1H), 7.04 (d, J 8.8, 1H), 7.60 (d, J 16, 1H), 7.82-7.86 (m, 3H), 8.25 (s, 1H); MS (ES−) m/z 221 (M−H)−.

Aufarbeitung

  1. customdegassed with nitrogen
  2. additionpoured into ice cold water
  3. customThe precipitate formed
  4. filtrationwas filtered
  5. washwashed with cold water
  6. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-001828ea21dc4f8aac82d7cabbf32822
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795250B2

Verknüpfte Notizen

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