Water → HCID 9835604, Verbindung

HRID 2183635Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2183635
[BH4-].[Na+].[S:3]1[C:7]([C:8]2[N:9]3[CH2:17][CH2:16][N:15]=[C:10]3[S:11][C:12]=2[CH:13]=[O:14])=[CH:6][C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]1=2.O>CO>[S:3]1[C:7]([C:8]2[N:9]3[CH2:17][CH2:16][N:15]=[C:10]3[S:11][C:12]=2[CH2:13][OH:14])=[CH:6][C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]1=2

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 22473695HCID 22473695, Verbindung

Produkt 1

HCID 9835604HCID 9835604, VerbindungAusbeute 37,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Sodium borohydride (0.144 g) was added in portions over 10 minutes to a stirred suspension of 3-(benzo[b]thiophen-2-yl)-5,6-dihydroimidazo[2,1-b]-thiazole-2-carboxaldehyde (0.73 g) in methanol (20 ml), then the mixture was stirred at ambient temperature for 2 hours and allowed to stand at ambient temperature for 18 hours. Water (35 ml) was added and the mixture was stirred at ambient temperature for 10 minutes. The resulting solid was collected by filtration and dissolved in a 9:1 mixture of dichloromethane and ethanol (50 ml). The solution was dried (Na2SO4) and the solvents were removed in vacuo to give [3-(benzo[b]thiophen-2-yl)-5,6-dihydroimidazo[2,1-b]thiazol-2-yl]methanol (0.275 g) as a brown solid, m.p. 138-140° C.

Aufarbeitung

  1. waitto stand at ambient temperature for 18 hours
  2. stirringthe mixture was stirred at ambient temperature for 10 minutes
  3. filtrationThe resulting solid was collected by filtration
  4. dissolutiondissolved in a 9:1 mixture of dichloromethane and ethanol (50 ml)
  5. dry with materialThe solution was dried (Na2SO4)
  6. customthe solvents were removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7733cb4193ef424eb88d2cc0f11bc047
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900216B2

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