Water → HCID 57457071, Verbindung

HRID 1361028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1361028
[N:1]1[NH:2][N:3]=[N:4][C:5]=1[C:6]1[CH:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3.[C:19]1([C:25](Cl)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C.O>CN(C)C=O>[C:19]1([C:25]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[N:3]2[N:2]=[N:1][C:5]([C:6]3[CH:7]=[CH:8][C:9]4[NH:10][C:11]5[C:16]([C:17]=4[CH:18]=3)=[CH:15][CH:14]=[CH:13][CH:12]=5)=[N:4]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 574570563-(1H-1,2,3,4-tetrazol-5-yl)-9H-carbazole

Produkt 1

HCID 57457071HCID 57457071, VerbindungAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-(2H-Tetrazol-5-yl)-9H-carbazole (example 401, 17 g, 72.26 mmol) was dissolved in N,N-dimethylformamide (150 mL). Triphenylmethyl chloride (21.153 g, 75.88 mmol) and triethylamine (20.14 mL, 14.62 g, 144.50 mmol) were added consecutively. The reaction mixture was stirred for 18 hours at room temperature, poured into water (1.5 L) and stirred for an additional 1 hour. The crude product was filtered off and dissolved in dichloromethane (500 mL). The organic phase was washed with water (2×250 mL) and dried with magnesium sulfate (1 h). Filtration followed by concentration yielded a solid which was triturated in heptanes (200 mL). Filtration furnished 3-[2-(triphenylmethyl)-2H-tetrazol-5-yl]-9H-carbazole (31.5 g) which was used without further purification.

Aufarbeitung

  1. stirringstirred for an additional 1 hour
  2. filtrationThe crude product was filtered off
  3. dissolutiondissolved in dichloromethane (500 mL)
  4. washThe organic phase was washed with water (2×250 mL)
  5. dry with materialdried with magnesium sulfate (1 h)
  6. filtrationFiltration
  7. concentrationfollowed by concentration
  8. customyielded a solid which
  9. customwas triturated in heptanes (200 mL)
  10. filtrationFiltration

Quellen und Nachweise

ORD-Eintrag
ord-d9a3a6479ca84f599a71954e3e4436d6
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879893B2

Notizen zur Reaktion

Wird geladen…