Ethanol → 3-Amino-5-phenylselenophene-2-carboxamide

HRID 1097221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1097221
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[Se:4][C:3]=1[C:13]#[N:14].C([OH:17])C>[OH-].[Na+]>[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[Se:4][C:3]=1[C:13]([NH2:14])=[O:17]

Komponenten

4

Edukt 2

HCID 702EthanolHCID 866468883-Amino-5-phenylselenophene-2-carbonitrile

Produkt 1

HCID 866468873-Amino-5-phenylselenophene-2-carboxamideAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

To a suspension of 3-amino-5-phenylselenophene-2-carbonitrile (4.0 g) in aqueous sodium hydroxide solution (120 mL, 10%) was added ethanol (50 mL) and the mixture refluxed for 45 min. The mixture was allowed to rt and the crystals separated were filtered off, washed with cold water and dried to give the product as golden yellow color solid (2.8 g, 67%), mp 184-186° C. 1H NMR (400 MHz, CDCl3): δ 7.50-7.53 (2H, m, Ar—H), 7.36-7.38 (3H, m, Ar—H), 7.04 (1H, s, H-4), 5.84 (2H, br s, —CONH2), 5.12 (2H, br s, —NH2).

Aufarbeitung

  1. temperaturethe mixture refluxed for 45 min
  2. customwas allowed to rt
  3. customthe crystals separated
  4. filtrationwere filtered off
  5. washwashed with cold water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9cb451e22a274ff2879b31780753d8a2
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143237B2

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