4-(4-Acetoxybenzoyl)benzyl bromide → 2-[4-(4-acetoxybenzoyl) benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-one

HRID 1291344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291344
[SH:1][C:2]1[N:3]([CH3:12])[C:4](=[O:11])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[OH-].[Na+].O.[C:16]([O:19][C:20]1[CH:35]=[CH:34][C:23]([C:24]([C:26]2[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=2)=[O:25])=[CH:22][CH:21]=1)(=[O:18])[CH3:17]>C(O)C.O>[C:16]([O:19][C:20]1[CH:35]=[CH:34][C:23]([C:24]([C:26]2[CH:27]=[CH:28][C:29]([CH2:30][S:1][C:2]3[N:3]([CH3:12])[C:4](=[O:11])[C:5]4[S:10][CH:9]=[CH:8][C:6]=4[N:7]=3)=[CH:32][CH:33]=2)=[O:25])=[CH:22][CH:21]=1)(=[O:18])[CH3:17]

Komponenten

6

Edukt 3

HCID 189192074-(4-Acetoxybenzoyl)benzyl bromideHCID 23719242Sodium hydroxide--water (1/1/1)HCID 178481668HCID 178481668, Verbindung

Produkt 1

HCID 189192362-[4-(4-acetoxybenzoyl) benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-oneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 2-mercapto-3-methylthieno[3,2-d]-pyrimidin-4(3H)-one (1.98 g) and 1N-sodium hydroxide/water (10 ml) in ethanol (30 ml) was added 4-(4-acetoxybenzoyl)benzyl bromide (3.95 g) and the mixture was stirred at 60° C. for 1 hour. This reaction mixture was poured in water and the resulting crystals were collected by filtration, rinsed with water, and recrystallized from ethyl acetate to provide the title compound as colorless solid (3.87 g).

Aufarbeitung

  1. filtrationthe resulting crystals were collected by filtration
  2. washrinsed with water
  3. customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b392a2cb266e473c9bb2f4ade1160704
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753664

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