Ammonia → 2,3-Dihydro-1H-indole-2-carboxamide

HRID 52464Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 52464
C[O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6]1)=O.[NH3:14]>CO>[C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6]1)(=[O:2])[NH2:14]

Komponenten

4

Edukt 2

HCID 222Ammonia2×HCID 2794655Methyl indoline-2-carboxylate

Produkt 1

HCID 139378102,3-Dihydro-1H-indole-2-carboxamideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-methoxycarbonylindoline (22.733 g, 0.128 mmol) in methanol (230 mL) was introduced gaseous NH3 at room temperature until the solution was saturated with NH3. The mixture was stirred for 6 h at room temperature. The precipitates formed were collected, washed with methanol, and dried in vacuo to give 17.78 g of 2-carbamoylindoline (85%): 1H NMR (270 MHz, CDCl3) δ7.30 (bs, 1H), 7.11 (bs, 1H), 7.01 (d, 1H, J=7 Hz), 6.93 (dt, 1H, J=1, 7 Hz), 6.56 (m, 2H), 5.87 (bs, 1H), 4.12 (dd, 1H, J=10, 8 Hz), 3.25 (dd, 1H, J=16, 10 Hz), 2.93 (dd, 1H, J=16, 8 Hz).

Aufarbeitung

  1. customThe precipitates formed
  2. customwere collected
  3. washwashed with methanol
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d7f620888dba4bec8f462edf9445015f
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616586

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